CHEMISTRY OF PHORBOL .11. CROTOPHORBOLONE-ENOLACETATE AND ACETOXYCROTOPHORBOLONE

被引:10
作者
BARTSCH, H
HECKER, E
机构
[1] Biochemisches Institut des Deutschen Krebsforschungszentrums, Heidelberg
来源
ZEITSCHRIFT FUR NATURFORSCHUNG PART B-CHEMIE BIOCHEMIE BIOPHYSIK BIOLOGIE UND VERWANDTEN GEBIETE | 1969年 / B 24卷 / 01期
关键词
D O I
10.1515/znb-1969-0120
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Reaction of phorbol-13,20-diacetate with mesylchloride/pyridin induces a homoallyl rearrangement of the α-[acetoxycycloproyl]-carbinol group yielding crotophorbolone-enol-13,20-diacetate (7) and acetoxy-crotophorbolone-20-acetate (10). By alkali catalysed transesterification 7 may be converted to crotophorbolone (8). 7 is the 4,9-dihydroxy-13,20-diacetoxy-13,15-seco-tigliatetraene- (1,6,12,15)-one-(3) whereas 10 is the 4,9-dihydroxy-15,20-diacetoxy-13,15-tigliadiene-(1,6)-dione-(3,13), generated by an intramolecular migration of the acetyl group in 13-position. © 1969, Walter de Gruyter. Alle Rechte vorbehalten.
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页码:91 / &
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