Withajardins

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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540103, C07J 7100, C07J 1700

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active

056819501

ABSTRACT:
Withajardins A-D are new class of withanolides isolated from the leaves of Deprea orinocensis and characterized by having a bicyclic C-17.beta. system and hydroxyl group at C-14 and C-17. The bicyclic system consists of a lactone and a homocyclic ring with six carbon atoms unlike the acnistins which have a five-membered homocyclic ring. The two classes of compounds were differentiated and their structures were identified by a series of HMQC, HMBC and finally X-ray diffraction experiments. Withajardins and acnistins would seem to evolve along quite dissimilar biosynthetic pathways although both types of compound show a marked immunosupressive effect on in vitro cultures of human lymphocytes.

REFERENCES:
patent: 5494668 (1996-02-01), Patwardhan
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