Ethyl ent-15α-[(2-nitrobenzyloxy)methyl]-16-oxobeyeran-20-oate
نویسندگان
چکیده
In the title compound, C(30)H(41)NO(6), the three six-membered rings adopt chair conformations and the stereochemistry of the A/B and B/C ring junctions are trans. The five-membered ring D adopts an envelope conformation, with the methyl-ene C atom as the flap. The title compound was synthesized via esterification, Tollens reaction, 1,5-hydride shift from the natural tetracyclic diterpenoid isosteviol.
منابع مشابه
Ethyl ent-15α-[(2-methoxybenzyloxy)methyl]-16-oxobeyeran-20-oate
The title compound, C(31)H(44)O(5), was synthesized from isostev-iol (systematic name: ent-16-ketobeyeran-19-oic acid). In the mol-ecule, the three six-membered rings adopt chair conformations and the stereochemistry of the A/B and B/C ring junctions are trans. The five-membered ring D adopts an envelope conformation with the methyl-ene C atom as the flap.
متن کامل4′-Bromobutyl ent-16-oxobeyeran-19-oate
The title compound, C(24)H(37)BrO(3), is a tetra-cyclic diterpenoid with a beyerane skeleton, synthesized by esterification of isosteviol. It comprises a fused four-ring system A/B/C/D. Rings A and B have a chair conformation, whereas ring C is an unsymmetrical distorted chair; the remaining five-membered ring D adopts an envelope conformation. The stereochemistry of the A/B and B/C ring juncti...
متن کاملIsopropyl ent-15α-bromo-16-oxobeyeran-19-oate
The title compound, C(23)H(35)BrO(3), synthesized by esterification and bromination of isosteviol, comprises a fused four-ring system. Two of the six-membered rings adopt a regular chair conformation, whereas the remaining six-membered ring is an unsymmetrical distorted chair. The stereochemistry at the two six-membered ring junctions is trans, while the five-membered ring adopts an envelope co...
متن کاملThe ent-15α-Acetoxykaur-16-en-19-oic Acid Relaxes Rat Artery Mesenteric Superior via Endothelium-Dependent and Endothelium-Independent Mechanisms
The objective of the study was to investigate the mechanism of the relaxant activity of the ent-15α-acetoxykaur-16-en-19-oic acid (KA-acetoxy). In rat mesenteric artery rings, KA-acetoxy induced a concentration-dependent relaxation in vessels precontracted with phenylephrine. In the absence of endothelium, the vasorelaxation was significantly shifted to the right without reduction of the maximu...
متن کاملMicrobial transformation of isosteviol lactone and evaluation of the transformation products on androgen response element.
Two filamentous fungi, Cunninghamella bainieri ATCC 9244 and Aspergillus niger BCRC 32720, were used to investigate the biotransformation of isosteviol lactone (4alpha-carboxy-13alpha-hydroxy-13,16- seco-ent-19-norbeyeran-16-oic acid 13,16-lactone) ( 2), which was derived by reacting isosteviol ( ent-16-oxobeyeran-19-oic acid) ( 1) with m-chloroperbenzoic acid. Incubation of 2 with C. bainieri ...
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عنوان ژورنال:
دوره 68 شماره
صفحات -
تاریخ انتشار 2012