Liva Harinantenaina - Academia.edu (original) (raw)
Papers by Liva Harinantenaina
An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
GSC Biological and Pharmaceutical Sciences, 2021
Billburttia Sales & Hedge is a new genus endemic to Madagascar, which belongs to the Apiaceae fam... more Billburttia Sales & Hedge is a new genus endemic to Madagascar, which belongs to the Apiaceae family and comprises of two species, namely Billburttia capensoides and B. vaginoides. The present work was undertaken in a view to explore secondary metabolites from the leaves of B. capensoides, contributing to have more knowledge on the chemical profile of this species. Liquid-liquid partition followed by chromatographic separation of its ethanolic extract led to the isolation of two new prenylated chromones, 2'R-hydroxy-7-O-methylallopeucenin and the known coumarins imperatorin and xanthotoxin. Their chemical structures were established on the basis of spectroscopic methods including nuclear magnetic resonance (NMR) and high resolution mass spectrometry, and by comparison with the reported data in the literature. The structure of the compound 3 was confirmed by single-crystal X-ray diffraction. This is the first report on the nonvolatile constituents of B. capensoides. The presence ...
Journal of Advanced Chemical Sciences, 2019
The present study was carried out to evaluate the antioxidant activity of chemical constituents i... more The present study was carried out to evaluate the antioxidant activity of chemical constituents isolated from Albizia ferruginea grapes, a plant of the Fabaceae family. The plant is used in traditional pharmacopoeia to treat dysentery, bronchial infections, infections from stings, gallbladder caused by fever and intestinal problems. Chemical study of the CH2Cl2-MeOH (1:1) extract led to the isolation of six compounds: (22E, 24S)-stigmasta-5,22,25-trien-3β-ol (1); 3',4',5,7-tetrahydroxyflavone (luteolin) (2); quercetin (3); kaempferol-7-O-β-D-glucoside (4); alphitolic acid (5); β-sitosteryl palmitate (6). The compounds (22E, 24S)-stigmasta-5,22,25-trien-3β-ol (1); 3',4',5,7-tetrahydroxyflavone (luteolin) (2); kaempferol-7-O-β-D-glucoside (4); alphitolic acid (5) and β-sitosteryl palmitate (6) were isolated from Albizia ferruginea for the first time. The structures of the isolated compounds were determined based on spectroscopic analysis and comparison of their spectral data with those in literature. The results of the antioxidant test revealed that at a dosage of 75 μg/mL the percentage weight of compound 3 was the highest, at dosages of 100 and 300 μg/mL, compound 2 was highest and at dosage of 150 μg/mL, compound 1 was the highest. The anti-radical activities of the compounds were significantly different (p<0.05) and is less than that compared to vitamin C. The result of the FRAP (ferric reducing antioxidant power) test showed that the roots are the part of the plant with the highest antioxidant capability.
Molecules, 2019
Ent-homocyclopiamine B (1), a new prenylated indole alkaloid bearing an alicyclic nitro group alo... more Ent-homocyclopiamine B (1), a new prenylated indole alkaloid bearing an alicyclic nitro group along with 2-methylbutane-1,2,4-triol (2) were isolated from an endophytic fungus Penicillium concentricum of the liverwort Trichocolea tomentella (Trichocoleaceae). The structure of 1 was elucidated through extensive spectroscopic analyses and comparison with data reported for a structurally related nitro-bearing Penicillium metabolite, clopiamine C (3), which contain an indolizidine ring instead of the quinolizine ring in 1. The new compound, ent-homocyclopiamine B, exhibited slight growth inhibition against Gram-positive bacteria. Based on the reported biosynthesis of related compounds and the isolation of the mevalonic acid derived compound 2-methyl-1,2,4-butanetriol (2), we proposed that ent-homocylopiamine B (1) was biosynthesized from lysine and prenyl group-producing mevalonic pathway.
![Research paper thumbnail of Two Antiproliferative Saponins of Tarenna grevei from the Madagascar Dry Forest [1]](https://attachments.academia-assets.com/99197016/thumbnails/1.jpg)
](Natural Product Communications, 2012
Antiproliferative bioassay-guided fractionation of the ethanol extract of the endemic Malagasy Ru... more Antiproliferative bioassay-guided fractionation of the ethanol extract of the endemic Malagasy Rubiaceous plant Tarenna grevei led to the isolation of two new antiproliferative oxygenated oleanane triterpene saponins. The structures of the two active compounds were elucidated as 23-hydroxylongispinogenin 3- O-β-D-glucopyranoside (1) and longispinogenin 3- O-β-D-glucopyranosyl (1→2)-β-D-glucopyranoside (3) by analyses of their spectral data including 1D- and 2D-NMR spectroscopy and chemical evidence. Compounds 1 and 3 displayed moderate antiproliferative activity against the A2780 ovarian cancer cell line with IC50 values of 7.6 and 4 μM, respectively.
Journal of natural products, Jan 19, 2015
The two new lignans 3α-O-(β-d-glucopyranosyl)desoxypodophyllotoxin (1) and 4-O-(β-d-glucopyranosy... more The two new lignans 3α-O-(β-d-glucopyranosyl)desoxypodophyllotoxin (1) and 4-O-(β-d-glucopyranosyl)dehydropodophyllotoxin (2) were isolated from Cleistanthus boivinianus, together with the known lignans deoxypicropodophyllotoxin (3), (±)-β-apopicropodophyllin (4), (-)-desoxypodophyllotoxin (5), (-)-yatein (6), and β-peltatin-5-O-β-d-glucopyranoside (7). The structures of all compounds were characterized by spectroscopic techniques. Compounds 1, 4, and 5 showed potent antiproliferative activities against the A2780 ovarian cancer cell line, with IC50 values of 33.0 ± 3.6, 63.1 ± 6.7, and 230 ± 1 nM, respectively. Compounds 2 and 7 showed only modest A2780 activities, with IC50 values of 2.1 ± 0.3 and 4.9 ± 0.1 μM, respectively, while compounds 3 and 6 had IC50 values of >10 μM. Compound 1 also had potent antiproliferative activity against the HCT-116 human colon carcinoma cell line, with an IC50 value of 20.5 nM, and compound 4 exhibited modest antiproliferative activity against th...
Journal of natural products, Jan 4, 2015
Antimalarial bioassay-guided fractionation of an EtOH extract of the root wood of Cryptocarya rig... more Antimalarial bioassay-guided fractionation of an EtOH extract of the root wood of Cryptocarya rigidifolia (Lauraceae) led to the isolation of the five new 5,6-dihydro-α-pyrones cryptorigidifoliols A-E (1-5) and the six bicyclic tetrahydro-α-pyrone derivatives cryptorigidifoliols F-K (6-11). The structure elucidations of all compounds were made on the basis of the interpretation of spectroscopic data and chemical derivatization, and the relative and absolute configurations were determined by NOESY, electronic circular dichroism (ECD), and (1)H NMR analysis of α-methoxyphenylacetyl (MPA) derivatives. The bicyclic tetrahydro-α-pyrone derivatives were identified as products of acid-catalyzed intramolecular Michael addition of the 5,6-dihydro-α-pyrones in the presence of silica gel. A structure-activity relationship study suggested that the presence of an α,β-unsaturated carbonyl moiety is not essential for potent antimalarial activity.
Journal of natural medicines, 2014
From the EtOAc-soluble fraction of a MeOH extract of leaves of Cinnamosma fragrans, seven new com... more From the EtOAc-soluble fraction of a MeOH extract of leaves of Cinnamosma fragrans, seven new compounds, including 3,4-seco-24-homo-28-nor-cycloartane, drimane-type sesquiterpenes and their lactams, and two known compounds were isolated. Their structures were elucidated by extensive analyses of spectroscopic data. The cytotoxicity, anti-multidrug resistance activity, and anti-Leishmania activity of a cycloartane derivative and drimane-type sesquiterpene derivatives were assayed. The cycloartane derivative showed strong cytotoxicity, and some drimanes and drimane lactam showed moderate anti-multidrug resistance and anti-Leishmania activity.
Journal of natural medicines, 2013
Leaves of Cinnamosma fragrans were extracted with MeOH, and the concentrated MeOH extract was par... more Leaves of Cinnamosma fragrans were extracted with MeOH, and the concentrated MeOH extract was partitioned with EtOAc and H₂O. From the H₂O-soluble fraction, three new flavonol C-glycosides and two coloratane glucosides were isolated, along with nine known compounds. On extensive spectroscopic analysis, C-glycosylation was found to have occurred on the B-ring.
Journal of natural medicines, 2012
From a MeOH extract of kernel nuts of Entada phaseoloides (L.) Merrill, one new and one known sul... more From a MeOH extract of kernel nuts of Entada phaseoloides (L.) Merrill, one new and one known sulphur-containing glucoside were isolated. From the 1-BuOH-soluble fraction of a H(2)O extract, four new triterpene saponins containing N-acetylglucosamine in their sugar chains were isolated. The antiproliferative activities of the triterpene saponins were assayed.
Phytochemistry, 2011
From the roots of Lindera strychnifolia, seven sesquiterpenes, named linderolides A-F and lindero... more From the roots of Lindera strychnifolia, seven sesquiterpenes, named linderolides A-F and linderoline, were isolated together with six known compounds. The structures of linderolides A-F were elucidated to be eudesmane-type sesquiterpenes and linderoline was found to be a derivative of a germacrane-type sesquiterpene. Their structures were elucidated by means of spectroscopic evidence and that of linderolide A was confirmed by X-ray analysis. The inhibitory activity toward NO production was assayed using RAW264.7 cells with evaluating the cell growth by MTT method, linderolides C, D and F being found to be moderately active.
Zeitschrift für Naturforschung B, 2006
A new eudesmane glucoside has been isolated from the aerial part of Apodytes dimidiata, an Icacin... more A new eudesmane glucoside has been isolated from the aerial part of Apodytes dimidiata, an Icacinaceous plant widely used in the Southern African countries for its molluscicidal activities. The structure of the new compound was determined by spectroscopic methods. The chemosystematics of the genus belonging to the family Icacinaceae is discussed.
Tetrahedron Letters, 2015
Bioassay-directed fractionation of an antiproliferative ethanol extract of the roots of Ocotea ma... more Bioassay-directed fractionation of an antiproliferative ethanol extract of the roots of Ocotea macrocarpa (Lauraceae) afforded the new butanolide macrocarpolide A (1), and the two new secobutanolides macrocarpolides B (2) and C (3), together with the known butanolides linderanolide B (4) and isolinderanolide (5). The structure elucidation of all compounds was carried out based on NMR and mass spectroscopic data analyses. The absolute configurations of all compounds isolated were determined by comparison of their optical rotation values with those found in literature. Compounds 1−5 showed good antiproliferative activities against the A2780 ovarian cell line, with IC 50 values of 2.57 ± 0.12 (1), 1.98 ± 0.23 (2), 1.67 ± 0.05 (3), 2.43 ± 0.41 (4), and 1.65 ± 0.44 µM (5), respectively.
Journal of Natural Medicines, 2009
Phytochemical investigation of the dried leaves of Fraxinus griffithii collected in Okinawa has l... more Phytochemical investigation of the dried leaves of Fraxinus griffithii collected in Okinawa has led to the isolation of three new secoiridoid glucosides, griffithosides A-C (1-3), and one new iridoid glucoside, 7-epi-7-O-(E)caffeoylloganic acid (4), along with eight known secoiridoid glucosides (5-12). The structures of these compounds were elucidated by means of NMR, MS, and other spectroscopic techniques, as well as comparison with literature data. The isolated compounds were tested for radical-scavenging activity. Among them, compounds 3, 4, and 7 exhibited substantial radical-scavenging activity.
Phytochemistry, 2002
Four ent-kaurane diterpenoid glycosides, cussovantosides AD , were isolated from the dried leaves... more Four ent-kaurane diterpenoid glycosides, cussovantosides AD , were isolated from the dried leaves of Cussonia vantsilana Baker, together with six known compounds. The structures of the compounds were deduced on the basis of their physical and spectral data.
Planta Medica, 2012
ABSTRACT Investigation of a DCM extract of the bark of Pleiogynium timoriense from the former Mer... more ABSTRACT Investigation of a DCM extract of the bark of Pleiogynium timoriense from the former Merck collection of natural product extracts for antiproliferative activity indicated that it was active with an IC50 value of 1.3 μg/mL against the A2780 ovarian cancer cell line. Bioassay-directed fractionation of this extract yielded the three new bioactive trihydroxyalkylcyclohexenones 1-3. Their structures were determined by a combination of spectroscopic and chemical methods. Compounds 1-3 exhibited submicromolar antiproliferative activity against the A2780 human ovarian cancer cell line, with IC50 values of 0.8, 0.7, and 0.8 μM, respectively.
Phytochemistry, 2002
Four clerodane glycosides, cussosides AD , and one labdane glycoside, cussoside E were isolated f... more Four clerodane glycosides, cussosides AD , and one labdane glycoside, cussoside E were isolated from the dried leaves of Cussonia racemosa, along with two known flavonol glycosides identified as rutin and kaempferol rutinoside. The structures of the compounds were deduced on the basis of their physical and spectral data.
Magnetic Resonance in Chemistry, 2013
Antiproliferative bioassay-guided fractionation of the ethanol extract of the stems of Anisocycla... more Antiproliferative bioassay-guided fractionation of the ethanol extract of the stems of Anisocycla grandidieri led to the isolation of the known alkaloids stebisimine (1), (+)-1,2-dehydrotelobine (2), (+)-2'-norcocsuline (3), and puetogaline B (4). Herein we report the full NMR assignments of all compounds and the X-ray crystallography of single crystals of compounds 1 and 3. Compounds 2 and 3 showed moderate antiproliferative activity against the A2780 human ovarian cancer cell line with IC 50 values of 4.1 ± 0.3 and 2.7 ± 0.3 μM, respectively, and they also displayed selective activity towards the H460 (large cell lung cancer), MCF-7 (breast ductal carcinoma), and UACC-257 (melanoma) cell lines.
Journal of Natural Products, 2011
Journal of Natural Products, 2008
An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
GSC Biological and Pharmaceutical Sciences, 2021
Billburttia Sales & Hedge is a new genus endemic to Madagascar, which belongs to the Apiaceae fam... more Billburttia Sales & Hedge is a new genus endemic to Madagascar, which belongs to the Apiaceae family and comprises of two species, namely Billburttia capensoides and B. vaginoides. The present work was undertaken in a view to explore secondary metabolites from the leaves of B. capensoides, contributing to have more knowledge on the chemical profile of this species. Liquid-liquid partition followed by chromatographic separation of its ethanolic extract led to the isolation of two new prenylated chromones, 2'R-hydroxy-7-O-methylallopeucenin and the known coumarins imperatorin and xanthotoxin. Their chemical structures were established on the basis of spectroscopic methods including nuclear magnetic resonance (NMR) and high resolution mass spectrometry, and by comparison with the reported data in the literature. The structure of the compound 3 was confirmed by single-crystal X-ray diffraction. This is the first report on the nonvolatile constituents of B. capensoides. The presence ...
Journal of Advanced Chemical Sciences, 2019
The present study was carried out to evaluate the antioxidant activity of chemical constituents i... more The present study was carried out to evaluate the antioxidant activity of chemical constituents isolated from Albizia ferruginea grapes, a plant of the Fabaceae family. The plant is used in traditional pharmacopoeia to treat dysentery, bronchial infections, infections from stings, gallbladder caused by fever and intestinal problems. Chemical study of the CH2Cl2-MeOH (1:1) extract led to the isolation of six compounds: (22E, 24S)-stigmasta-5,22,25-trien-3β-ol (1); 3',4',5,7-tetrahydroxyflavone (luteolin) (2); quercetin (3); kaempferol-7-O-β-D-glucoside (4); alphitolic acid (5); β-sitosteryl palmitate (6). The compounds (22E, 24S)-stigmasta-5,22,25-trien-3β-ol (1); 3',4',5,7-tetrahydroxyflavone (luteolin) (2); kaempferol-7-O-β-D-glucoside (4); alphitolic acid (5) and β-sitosteryl palmitate (6) were isolated from Albizia ferruginea for the first time. The structures of the isolated compounds were determined based on spectroscopic analysis and comparison of their spectral data with those in literature. The results of the antioxidant test revealed that at a dosage of 75 μg/mL the percentage weight of compound 3 was the highest, at dosages of 100 and 300 μg/mL, compound 2 was highest and at dosage of 150 μg/mL, compound 1 was the highest. The anti-radical activities of the compounds were significantly different (p<0.05) and is less than that compared to vitamin C. The result of the FRAP (ferric reducing antioxidant power) test showed that the roots are the part of the plant with the highest antioxidant capability.
Molecules, 2019
Ent-homocyclopiamine B (1), a new prenylated indole alkaloid bearing an alicyclic nitro group alo... more Ent-homocyclopiamine B (1), a new prenylated indole alkaloid bearing an alicyclic nitro group along with 2-methylbutane-1,2,4-triol (2) were isolated from an endophytic fungus Penicillium concentricum of the liverwort Trichocolea tomentella (Trichocoleaceae). The structure of 1 was elucidated through extensive spectroscopic analyses and comparison with data reported for a structurally related nitro-bearing Penicillium metabolite, clopiamine C (3), which contain an indolizidine ring instead of the quinolizine ring in 1. The new compound, ent-homocyclopiamine B, exhibited slight growth inhibition against Gram-positive bacteria. Based on the reported biosynthesis of related compounds and the isolation of the mevalonic acid derived compound 2-methyl-1,2,4-butanetriol (2), we proposed that ent-homocylopiamine B (1) was biosynthesized from lysine and prenyl group-producing mevalonic pathway.
Natural Product Communications, 2012
Antiproliferative bioassay-guided fractionation of the ethanol extract of the endemic Malagasy Ru... more Antiproliferative bioassay-guided fractionation of the ethanol extract of the endemic Malagasy Rubiaceous plant Tarenna grevei led to the isolation of two new antiproliferative oxygenated oleanane triterpene saponins. The structures of the two active compounds were elucidated as 23-hydroxylongispinogenin 3- O-β-D-glucopyranoside (1) and longispinogenin 3- O-β-D-glucopyranosyl (1→2)-β-D-glucopyranoside (3) by analyses of their spectral data including 1D- and 2D-NMR spectroscopy and chemical evidence. Compounds 1 and 3 displayed moderate antiproliferative activity against the A2780 ovarian cancer cell line with IC50 values of 7.6 and 4 μM, respectively.
Journal of natural products, Jan 19, 2015
The two new lignans 3α-O-(β-d-glucopyranosyl)desoxypodophyllotoxin (1) and 4-O-(β-d-glucopyranosy... more The two new lignans 3α-O-(β-d-glucopyranosyl)desoxypodophyllotoxin (1) and 4-O-(β-d-glucopyranosyl)dehydropodophyllotoxin (2) were isolated from Cleistanthus boivinianus, together with the known lignans deoxypicropodophyllotoxin (3), (±)-β-apopicropodophyllin (4), (-)-desoxypodophyllotoxin (5), (-)-yatein (6), and β-peltatin-5-O-β-d-glucopyranoside (7). The structures of all compounds were characterized by spectroscopic techniques. Compounds 1, 4, and 5 showed potent antiproliferative activities against the A2780 ovarian cancer cell line, with IC50 values of 33.0 ± 3.6, 63.1 ± 6.7, and 230 ± 1 nM, respectively. Compounds 2 and 7 showed only modest A2780 activities, with IC50 values of 2.1 ± 0.3 and 4.9 ± 0.1 μM, respectively, while compounds 3 and 6 had IC50 values of >10 μM. Compound 1 also had potent antiproliferative activity against the HCT-116 human colon carcinoma cell line, with an IC50 value of 20.5 nM, and compound 4 exhibited modest antiproliferative activity against th...
Journal of natural products, Jan 4, 2015
Antimalarial bioassay-guided fractionation of an EtOH extract of the root wood of Cryptocarya rig... more Antimalarial bioassay-guided fractionation of an EtOH extract of the root wood of Cryptocarya rigidifolia (Lauraceae) led to the isolation of the five new 5,6-dihydro-α-pyrones cryptorigidifoliols A-E (1-5) and the six bicyclic tetrahydro-α-pyrone derivatives cryptorigidifoliols F-K (6-11). The structure elucidations of all compounds were made on the basis of the interpretation of spectroscopic data and chemical derivatization, and the relative and absolute configurations were determined by NOESY, electronic circular dichroism (ECD), and (1)H NMR analysis of α-methoxyphenylacetyl (MPA) derivatives. The bicyclic tetrahydro-α-pyrone derivatives were identified as products of acid-catalyzed intramolecular Michael addition of the 5,6-dihydro-α-pyrones in the presence of silica gel. A structure-activity relationship study suggested that the presence of an α,β-unsaturated carbonyl moiety is not essential for potent antimalarial activity.
Journal of natural medicines, 2014
From the EtOAc-soluble fraction of a MeOH extract of leaves of Cinnamosma fragrans, seven new com... more From the EtOAc-soluble fraction of a MeOH extract of leaves of Cinnamosma fragrans, seven new compounds, including 3,4-seco-24-homo-28-nor-cycloartane, drimane-type sesquiterpenes and their lactams, and two known compounds were isolated. Their structures were elucidated by extensive analyses of spectroscopic data. The cytotoxicity, anti-multidrug resistance activity, and anti-Leishmania activity of a cycloartane derivative and drimane-type sesquiterpene derivatives were assayed. The cycloartane derivative showed strong cytotoxicity, and some drimanes and drimane lactam showed moderate anti-multidrug resistance and anti-Leishmania activity.
Journal of natural medicines, 2013
Leaves of Cinnamosma fragrans were extracted with MeOH, and the concentrated MeOH extract was par... more Leaves of Cinnamosma fragrans were extracted with MeOH, and the concentrated MeOH extract was partitioned with EtOAc and H₂O. From the H₂O-soluble fraction, three new flavonol C-glycosides and two coloratane glucosides were isolated, along with nine known compounds. On extensive spectroscopic analysis, C-glycosylation was found to have occurred on the B-ring.
Journal of natural medicines, 2012
From a MeOH extract of kernel nuts of Entada phaseoloides (L.) Merrill, one new and one known sul... more From a MeOH extract of kernel nuts of Entada phaseoloides (L.) Merrill, one new and one known sulphur-containing glucoside were isolated. From the 1-BuOH-soluble fraction of a H(2)O extract, four new triterpene saponins containing N-acetylglucosamine in their sugar chains were isolated. The antiproliferative activities of the triterpene saponins were assayed.
Phytochemistry, 2011
From the roots of Lindera strychnifolia, seven sesquiterpenes, named linderolides A-F and lindero... more From the roots of Lindera strychnifolia, seven sesquiterpenes, named linderolides A-F and linderoline, were isolated together with six known compounds. The structures of linderolides A-F were elucidated to be eudesmane-type sesquiterpenes and linderoline was found to be a derivative of a germacrane-type sesquiterpene. Their structures were elucidated by means of spectroscopic evidence and that of linderolide A was confirmed by X-ray analysis. The inhibitory activity toward NO production was assayed using RAW264.7 cells with evaluating the cell growth by MTT method, linderolides C, D and F being found to be moderately active.
Zeitschrift für Naturforschung B, 2006
A new eudesmane glucoside has been isolated from the aerial part of Apodytes dimidiata, an Icacin... more A new eudesmane glucoside has been isolated from the aerial part of Apodytes dimidiata, an Icacinaceous plant widely used in the Southern African countries for its molluscicidal activities. The structure of the new compound was determined by spectroscopic methods. The chemosystematics of the genus belonging to the family Icacinaceae is discussed.
Tetrahedron Letters, 2015
Bioassay-directed fractionation of an antiproliferative ethanol extract of the roots of Ocotea ma... more Bioassay-directed fractionation of an antiproliferative ethanol extract of the roots of Ocotea macrocarpa (Lauraceae) afforded the new butanolide macrocarpolide A (1), and the two new secobutanolides macrocarpolides B (2) and C (3), together with the known butanolides linderanolide B (4) and isolinderanolide (5). The structure elucidation of all compounds was carried out based on NMR and mass spectroscopic data analyses. The absolute configurations of all compounds isolated were determined by comparison of their optical rotation values with those found in literature. Compounds 1−5 showed good antiproliferative activities against the A2780 ovarian cell line, with IC 50 values of 2.57 ± 0.12 (1), 1.98 ± 0.23 (2), 1.67 ± 0.05 (3), 2.43 ± 0.41 (4), and 1.65 ± 0.44 µM (5), respectively.
Journal of Natural Medicines, 2009
Phytochemical investigation of the dried leaves of Fraxinus griffithii collected in Okinawa has l... more Phytochemical investigation of the dried leaves of Fraxinus griffithii collected in Okinawa has led to the isolation of three new secoiridoid glucosides, griffithosides A-C (1-3), and one new iridoid glucoside, 7-epi-7-O-(E)caffeoylloganic acid (4), along with eight known secoiridoid glucosides (5-12). The structures of these compounds were elucidated by means of NMR, MS, and other spectroscopic techniques, as well as comparison with literature data. The isolated compounds were tested for radical-scavenging activity. Among them, compounds 3, 4, and 7 exhibited substantial radical-scavenging activity.
Phytochemistry, 2002
Four ent-kaurane diterpenoid glycosides, cussovantosides AD , were isolated from the dried leaves... more Four ent-kaurane diterpenoid glycosides, cussovantosides AD , were isolated from the dried leaves of Cussonia vantsilana Baker, together with six known compounds. The structures of the compounds were deduced on the basis of their physical and spectral data.
Planta Medica, 2012
ABSTRACT Investigation of a DCM extract of the bark of Pleiogynium timoriense from the former Mer... more ABSTRACT Investigation of a DCM extract of the bark of Pleiogynium timoriense from the former Merck collection of natural product extracts for antiproliferative activity indicated that it was active with an IC50 value of 1.3 μg/mL against the A2780 ovarian cancer cell line. Bioassay-directed fractionation of this extract yielded the three new bioactive trihydroxyalkylcyclohexenones 1-3. Their structures were determined by a combination of spectroscopic and chemical methods. Compounds 1-3 exhibited submicromolar antiproliferative activity against the A2780 human ovarian cancer cell line, with IC50 values of 0.8, 0.7, and 0.8 μM, respectively.
Phytochemistry, 2002
Four clerodane glycosides, cussosides AD , and one labdane glycoside, cussoside E were isolated f... more Four clerodane glycosides, cussosides AD , and one labdane glycoside, cussoside E were isolated from the dried leaves of Cussonia racemosa, along with two known flavonol glycosides identified as rutin and kaempferol rutinoside. The structures of the compounds were deduced on the basis of their physical and spectral data.
Magnetic Resonance in Chemistry, 2013
Antiproliferative bioassay-guided fractionation of the ethanol extract of the stems of Anisocycla... more Antiproliferative bioassay-guided fractionation of the ethanol extract of the stems of Anisocycla grandidieri led to the isolation of the known alkaloids stebisimine (1), (+)-1,2-dehydrotelobine (2), (+)-2'-norcocsuline (3), and puetogaline B (4). Herein we report the full NMR assignments of all compounds and the X-ray crystallography of single crystals of compounds 1 and 3. Compounds 2 and 3 showed moderate antiproliferative activity against the A2780 human ovarian cancer cell line with IC 50 values of 4.1 ± 0.3 and 2.7 ± 0.3 μM, respectively, and they also displayed selective activity towards the H460 (large cell lung cancer), MCF-7 (breast ductal carcinoma), and UACC-257 (melanoma) cell lines.
Journal of Natural Products, 2011
Journal of Natural Products, 2008