Abietane Diterpenes fromHyptis crassifoliaMart. ex Benth. (Lamiaceae) (original) (raw)
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Abietane diterpenes from Hyptis platanifolia
Journal of The Brazilian Chemical Society, 2005
Three new abietane diterpenes 19-oxo-inuroyleanol, 11,14-dihydroxy-12-methoxy-7-oxo-8,11,13-abietatrien-19,20 b-olide and 19,20-epoxy-12-methoxy-11,14,19-trihydroxy-7-oxo-8,11,13 -abietatriene, in addition to inuroyleanol, and coulterone were isolated from roots of Hyptis platanifolia. Investigation of the aerial parts yielded a mixture of the steroids stigmasterol and b-sitosterol, and the triterpenes betulinic and ursolic acids. Structural characterization of all compounds was established on the basis of spectroscopic methods, particularly 1D and 2D NMR, and comparison with data from literature.
Tricyclic diterpenes from hyptys dilatata
Phytochemistry, 1998
Tricyclic diterpenes with the abietane skeleton have been isolated from the aerial parts of Hyptis dilatata[ In addition to 01 well known compounds\ two new compounds have been isolated and identi_ed as 00\01 diacetoxy!6b!methoxy!7\00\02!abietatrien!19\5b!olide "epimethylrosmanol# and 00\01 diacetoxy!6b! ethoxy!7\00\02!abietatrien!19\5b!olide "epiethylrosmanol#[ Their structures have been determined by spec! troscopic methods using 1D correlation experiments " 0 HÐ 02 C# HMBC and HMQC[ Esquirolin B with the pimaran skeleton has been isolated as well[ Þ 0887 Elsevier Science Ltd[ All rights reserved
Structure and Absolute Configuration of Diterpenoids from Hymenaea stigonocarpa
Journal of Natural Products, 2015
Chemical investigations of the ethanolic extracts from the flowers and leaves of Hymenaea stigonocarpa Mart. ex Hayne afforded one new ent-halimane diterpenoid, 18-hydroxy-enthalima-1(10),13-(E)-dien-15-oic acid (1), together with five known compounds (2−6). The structural elucidation was performed by means of NMR (COSY, HSQC, HMBC, and NOESY) and MS analyses. Complete 1 H and 13 C NMR data assignments are also reported for labd-13-en-8β-ol-15-oic (2) and labd-7,13-dien-15-oic (3) acids. The absolute configurations of 1 and 2 were established by comparison of experimental and calculated Raman optical activity spectra.
Diterpenes from Haplopappus chrysanthemifolius
Phytochemistry, 1999
Three new diterpenes were isolated from the aerial part of Haplopappus chrysanthemifolius and assigned the structures 6ahydroxy-ent-labd-8(17)-en-15-oic acid, 3b-acetoxy-ent-labd-8(17)-en-15-oic acid and 18a-acetoxylabd-8(17)-en-15-oic acid. The structures were elucidated by high ®eld NMR spectroscopy. #
Tetrahedron Letters, 2012
a b s t r a c t Four new triterpenes, 2a, 2a, 2a,3b,3b,19a-trihydroxy-28-1 0 -b-D-[glucopyranosyl-(1 00 ?6 0 )-glucopyranosyl]-urs-12-en-24,28-dioic acid were isolated from the methanol extract of the bark of Diospyros decandra as their acetate-methyl ester derivatives. The first two compounds represent the biosynthetic transformation products of 2a,3b,19-trihydroxyurs-24,28-dioic acid via oxidative rearrangement of ring E.
Diterpenoids and Triterpenoids from Euphorbia retusa
Journal of Natural Products, 2009
Six new ent-abietane lactones (1-6), three new esterified tetracyclic triterpenes (7-9), and seven known diterpenoids and triterpenoids were isolated from the roots of Euphorbia retusa. Their structures were elucidated by means of spectroscopic studies including 1D and 2D NMR, mass spectrometry, chemical transformation, and comparison with literature data.
Diterpenes from Hyalis argentea
Phytochemistry, 1997
The aerial parts of Hyalis argenteu yielded, in addition to four known ent-kaurenes, three known guaianolides and one coumarin, the new (7R)-ent-15oxokaur-16-en-7-ol-19-oic acid P-glucopyranosyl ester and three new diterpene lactones which biosynthetically seem to be derived from ent-1%oxokaurenoic acid. The structures were determined mainly by one-and two-dimensional spectroscopy.
21β-Hydroxy-oleanane-type triterpenes from Hippocratea excelsa
Phytochemistry, 2008
Stem bark of Hippocratea excelsa afforded six pentacyclic triterpenes, five oleanane and one ursane types. They were identified as 11b,21b-dihydroxy-olean-12-ene-3-one (2), 3a,11a,21b-trihydroxy-olean-12-ene (3), 3a,21b-dihydroxy-11a-methoxy-olean-12-ene (4), 3a,21b-dihydroxy-olean-9(11),12-diene (5), 3a,21b-dihydroxy-olean-12-ene (6) and 3a,21b-dihydroxy-11a-methoxy-urs-12-ene, isolated as its diacetate derivative , as well as 3a,21b-dihydroxy-olean-12-ene (1) previously isolated from the root bark. The known a-and b-amyrin, oleanoic and ursolic acids, trans-polyisoprene, and the ubiquitous b-sitosterol were also isolated. Structures were elucidated on the basis of spectroscopic analyses, including homo-and heteronuclear correlation NMR experiments (COSY, ROESY, HSQC and HMBC) and comparison with literature data. The antigiardial activity of compounds 2-5 was not significant.