1992
DOI: 10.1021/np50087a001
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A New Acylated N-Glycosyl Lactam from Aristolochia contorta

Abstract: A new acylated glycoside isolated from the roots of Aristolochia contorta (Aristolochiaceae), has been characterized as aristolactam N-(6'-trans-p-coumaroyl)-beta-D-glucopyranoside [2]. Aristolactam-N-beta-D-glucopyanoside [1] was also isolated from the same source. Compound 2 showed relatively significant antibacterial activity against Gram-positive bacteria, based on disc diffusion and dilution methods.

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Cited by 15 publications
(6 citation statements)
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“…The 16 known compounds were identified as aristoloxazine A ( 2 ), 7-methoxyaristololactam IV ( 3 ), aristololactam I ( 4 ), aristololactam IV ( 5 ), 9-ethoxyaristololactam I ( 6 ), 9-ethoxyaristololactam IV ( 7 ), aristolochia A ( 8 ), 7-aristolochic acid IVa ( 9 ), aristololactam II N -β- d -glucopyranoside ( 10 ), aristololactam Ia N -β- d -glucopyranoside ( 11 ), l -asarinin ( 12 ), l -sesamin ( 13 ), α-asarone ( 14 ), β-asarone ( 15 ), naringenin ( 16 ), and β-sitosterol ( 17 ) by comparing the spectroscopic data with known literature.…”
Section: Resultsmentioning
confidence: 99%
“…The 16 known compounds were identified as aristoloxazine A ( 2 ), 7-methoxyaristololactam IV ( 3 ), aristololactam I ( 4 ), aristololactam IV ( 5 ), 9-ethoxyaristololactam I ( 6 ), 9-ethoxyaristololactam IV ( 7 ), aristolochia A ( 8 ), 7-aristolochic acid IVa ( 9 ), aristololactam II N -β- d -glucopyranoside ( 10 ), aristololactam Ia N -β- d -glucopyranoside ( 11 ), l -asarinin ( 12 ), l -sesamin ( 13 ), α-asarone ( 14 ), β-asarone ( 15 ), naringenin ( 16 ), and β-sitosterol ( 17 ) by comparing the spectroscopic data with known literature.…”
Section: Resultsmentioning
confidence: 99%
“…l ~~ Aerial oxidation of 7-hydroxydehydronorglaucine [( 130), R = HI, in the presence of a platinum catalyst, yields the The pharmacological and physiological effects of apom ~r p h i n e , l ~~-l ~' of crebanine, 16k and of g l a ~c i n e ~~' have been Papaver sornniferurn has afforded the salutaridinol that is enzymatically converted into thebaine, and this alcohol has been shown by X-ray crystallographic studies to have the (7s) configuration (1 6 1) and not the (7R)-structure previously assigned to it. 180 Rearrangement of 3-0-trifluoromethylmethanesulfonylmorphine in methanesulfonic acid, followed by methylation with diazomethane, has afforded the apomorphine derivative 166), R1 = R2 = HI has been dehydrated with concomitant hydrolysis to the 14-alkenylcodeinone (1 67), reduced to the corresponding codeine, by previously well-documented methods.la5 The Diels-Alder addition of thebaine to the triterpene quinone (168) yielded the enolized adduct (169), which on thermal rearrangement yielded the naphthaquinol (170).1s6 The quaternary methosulfate [(171), R = MeSO,], obtained from the adduct of thebaine and 2-thiolen-4-one-1,ldioxide, on heating with silver oxide gives principally the enol methyl ether (172), whereas the corresponding iodide [( 171), R = I] gives mainly the methine base (173), with (172) as a minor product. ls7 X-Ray crystallographic studies of 6a-iododeoxnaltrexone [( 174), R1 = H, R2 = I] and the 6P-epimer [( 174 A new synthesis of 8-thebainone has been achieved from the quinone (195).…”
Section: Rhoeadinesmentioning
confidence: 99%
“…In fact, aristolactam and aristolochic acid, 2 compounds isolated from A. longa, 19 inhibited E. coli, P. aeruginosa, E. faecalis, S. aureus, and Staphylococcus epidermidis which confirm our results. On the other hand, Lee and Han 20 have also shown that these compounds have antibacterial activity against gram-positive bacteria. 20 Therefore, the activity observed with our extracts could be due to the presence of these bioactive compounds.…”
mentioning
confidence: 99%
“…On the other hand, Lee and Han 20 have also shown that these compounds have antibacterial activity against gram-positive bacteria. 20 Therefore, the activity observed with our extracts could be due to the presence of these bioactive compounds.…”
mentioning
confidence: 99%
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