Amide Alkaloids from Acorus Tatarinowii Schott (original) (raw)

PHYTOCHEMICAL INVESTIGATION OF THE RHIZOMES OF Acorus calamus

Chemistry of Natural Compounds, 2014

The rhizomes of Acorus calamus L. (Araceae) furnished three diarylated naphthoyl esters characterized as 4,4,8E-trimethylhexahydroindan-3E-olyl-(2c-isopent-3cc-enyl)-7c-(isopent-2ccc-enyl)naphth-1c-oate, lanost-5,20(22)-dien-3E-olyl-(2c-isopent-3cc-enyl)-7c-(isopent-2ccc-enyl)naphth-1c-oate, and lanost-5,8-dien-3E-olyl-(2c-isopent-3cc-enyl)-7c-(isopent-2ccc-enyl)naphth-1c-oate along with the aliphatic constituents n-pentatetracontane and n-hexatetracontane. The structures of all the phytoconstituents have been established on the basis of spectral data analysis and chemical reactions.

Diterpenoid Alkaloids and Phenol Glycosides from Aconitum Naviculare (Brühl) Stapf

Natural Product Communications, 2008

Phytochemical investigation of the aerial parts of Aconitum naviculare, a medicinal plant used in traditional Nepalese medicine, led to the isolation and characterization of two new diterpenoid alkaloids, navirine B (1), and navirine C (2), along with (+) chellespontine (3), kaempferol-7-O-β-D-glucopyranosyl(1→3)α-L-rhamnopyranoside (4), kaempferol-7-O α-L-rhamnopyranoside,3-O-β-D-glucopyranoside (5), p-coumaric-4-O-β-D-glucopyranoside acid (6), and ferulic-4-O-β-D-glucopyranoside acid (7). The structures of the isolated compounds were elucidated on the basis of extensive analyses of 1D and 2D NMR spectra (HMQC, HMBC, COSY, ROESY) and HR-MS data. The antiproliferative activity of alkaloids 1–3 against human tumor cell lines (LoVo and 2008) was also evaluated.

Pharmacologically Active C-19 Diterpenoid Alkaloids from the Aerial parts of Aconitum laeve Royle

Two new lycoctonine type C19-diterpenoid alkaloids, swatinine-A (1), and swatinine-B (2), along with four known C19-diterpenoid alkaloids, foresticine (3), neoline (4), delvestine (5), and chasmanine (6), were isolated from the aerial parts of the Aconitum laeve Royle. The structures of compounds 1 and 2 were deduced on the basis of spectroscopic techniques (EI-MS, HREI-MS, 1 H NMR, 13 C NMR, HMQC, and HMBC). Biological activities like inhibition of the multifunctional copper-containing enzyme tyrosinase, anti-oxidant and anti-inflammatory have also been carried out for all the compounds and reported herein. The structure-activity relationships for the inhibition of the enzyme tyrosinase by the compounds have been discussed.

Isolation-and-Characterization-of-C19-Diterpenoid-Alkaloids-from-the-Roots-of-Aconitum-Heterophyllum-Wall.pdf

Journal of Medicinal Chemistry and Drug Design, 2018

Two new C19-diterpenoid alkaloids heterophylline-A (1) and heterophylline-B (2), along with a known C19-diterpenoid alkaloids condelphine (3) have been isolated from the roots of the Aconitum heterophyllum Wall. The structures of the new compounds were deduced on the basis of spectroscopic techniques (EI-MS, HREI-MS, 1H NMR, 13C NMR, HMQC and HMBC). The new compounds (1-2) showed significant antibacterial activity (MIC = 1.3 μg/mL, 2.1 μg/mL and 2.4 μg/mL) against Escherichia coli. S. aureus and P. aeruginosa, the compound 3 showed moderate antibacterial activity only against P. aeruginosa (MIC = 7.6 μg/mL). In case of antifungal activity, compound 1 exhibited significant antifungal activity (MIC = 3.4 μg/mL) against T. longifusus. The compound 2 showed significant antifungal activity (MIC = 2.7 μg/mL) against M. canis. Compound 3 presented moderate antifungal activity against T. longifusus.

Diterpenoid Alkaloids from the Roots of Aconitum cochleare

ChemInform, 2006

Pharmazie 61: 483-485 (2006) From the roots of Aconitum cochleare Woroschin, collected in Turkey, a new diterpenoid alkaloid named acochlearine has been isolated along with the known diterpenoid alkaloids talatisamine, 14-Oacetyltalatisamine, senbusine C and condelphine. The structure for acochlearine was established on the basis of 1 H, 13 C, DEPT, homonuclear 1 H COSY, NOESY, HSQC and HMBC NMR studies.

Characterization of alkaloid profile of Hyoscyamus reticulatus L. and Atropa belladonna subsp. caucasica (Kreyer) Avet by LC-MS and NMR

Natural Product Research, 2022

Characterization of alkaloid profile of Hyoscyamus reticulatus L. and Atropa belladonna subsp. caucasica (Kreyer) Avet by LC-MS and NMR The alkaloid profile of Hyoscyamus reticulatus L. and Atropa belladonna subsp. caucasica (Kreyer) Avet have not been characterized yet. UHPLC-PDA-Q-TOF-MS/MS and LC-DAD-QqQ-MS/MS methods were used herein to characterize the metabolite profiles of these plants. Flash chromatography in combination with preparative-and semi preparative HPLC were utilized for the isolation of the compounds of interest. The structure of the isolated compounds was proposed based on their MS/MS fragmentation and NMR characteristics. As a total of 19 tropane derivatives, two tyramine derivatives (N-cis-and N-trans-feruloyl tyramine), a lignanamide (grossamide), an alkylamide (pellitorine) were identified in the root and herb extracts of H. reticulatus. Moreover, rutin and caffeoylquinic acids were found in the leaves and fruits, while kaempferol-3-O-glucoside-7-O-rhamnoside and quercetin-3-Oglucoside-rhamnoside-rhamnoside were exclusively characteristic for the leaves of H.reticulatus. The root and herb extracts of A. caucasica contained 16 tropane alkaloid derivatives along with methyl tropate and two tyramine derivatives.

New Norditerpenoid Alkaloids from Aconitum falconeri

Journal of Natural Products, 2000

The roots of Aconitum falconeri have yielded two new norditerpenoid alkaloids, faleoconitine (1) and 3′-methoxyacoforestinine (2) along with the known compounds, karakoline, 3-hydroxy-2-methyl-4H-pyran-4-one, and 3,4-dimethoxymethylbenzoate, which have been isolated for the first time from this plant. The previously reported pseudaconitine (3) was also isolated. Compounds 1 and 3 were found to be moderate inhibitors of the enzyme acetylcholinesterase. Aconitum species (Ranunculaceae) produce diterpenoid and norditerpenoid alkaloids that are generally of the aconitine and lycoctonine types. 1 Aconitum falconeri Stapf. is found widely in the Azad Kashmir, Baluchistan, and Chitral regions of Pakistan 2 and the Himalayan and Garhwal regions of India. 3 It is widely used in indigenous systems of medicine for its cardiotonic and sedative properties. 4 The roots of Aconitum plants are frequently employed for the treatment of rheumatism and neuralgia. 5 Previous work on these plants has resulted in the isolation of a large number of alkaloids. 6-9 During our work on diterpenoid alkaloid-bearing plants, we have isolated two new alkaloids (1 and 2) and four known compounds, karakoline, 3-hydroxy-2-methyl-4H-pyran-4-one, 3,4-dimethoxymethylbenzoate, and pseudaconitine (3) from the roots of A. falconeri. Alkaloids 1 and 3 have shown moderate inhibitory activity against the enzyme acetylcholinesterase.

Diterpenoid Alkaloids of Aconitum vulparia Rchb

Zeitschrift für Naturforschung C, 2012

From the roots of Aconitum vulparia Rchb., collected in Prüm (Germany), a new norditerpenoid alkaloid, named alexhumboldtine, has been isolated along with the known norditerpenoid alkaloids lappaconitine, anthranoyllycoctonine, lycoctonine, puberaconitine, ajacine, and septentriodine. The structure of alexhumboldtine was established on the basis of 1H, 13C, DEPT, homonuclear 1H COSY, NOESY, HSQC, and HMBC NMR studies. From the aerial parts of the plant another norditerpenoid alkaloid, aconorine, has been isolated