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Chemical Analysis of Hybrids of Withania somnifera L. (Dun.). 1. Chemotypes III (Israel) by Indian I (Delhi)
Author(s) -
Kirson Isaac,
Abraham Arieh,
Lavie David
Publication year - 1977
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.197700007
Subject(s) - withanolide , withania somnifera , withaferin a , chemistry , chemotype , stereochemistry , chromatography , essential oil , medicine , alternative medicine , pathology
Reciprocal crossbreeding between Withania somnifera chemotype III (Israel) and chemotype Indian I (Delhi) were performed. The F 1 offspring of this cross was characterized by significant changes in the main steroidal lactone constituents of the parent plants. From the withaferin A ( 9 ) and the withanone ( 2 ) both present as major constituents in the parent Indian I, the former had disappeared in the hybrid and was replaced by withanolide D ( 10 ), whereas the latter was still present, though in about one third of the original quantity. It was accompanied by 17‐deoxy‐20‐hydroxy withanone ( 2 ) and by withanolide T ( 1 ); the enzymatic system leading to hydroxylation at C 20 (20α F ‐OH) has a dominant character. Two new withanolides have been isolated from this F 1 offspring, namely withanolide T ( 1 ) (20α F ‐hydroxy withanone) and withanolide U ( 5 ) (4β‐hydroxy‐withanolide G). The structures assigned to these two new compounds are based on spectral evidence (NMR, IR and UV) and analysis of their fragmentation under electron impact.