Derivative Synthesis of Wanpeinine A, a Major Steroidal Alkaloid from Fritillaria shuchengensis
10.3969/j.issn.1674-6384.2010.02.008
- Author:
Juan WEN
;
Xianli ZHOU
;
Renlong YAN
;
Shuai HUANG
;
Yinhui WANG
- Publication Type:Journal Article
- Keywords:
Fritillaria shuchengensis;
steroid alkaloid;
wanpeinine A
- From:
Chinese Herbal Medicines
2010;02(2):141-144
- CountryChina
- Language:Chinese
-
Abstract:
Objective To design and synthesize derivatives of wanpeinine A, the main steroidal alkaloid isolated from the plant Fritillaria shuchengensis, and further study on the structure-activity relationship of the steroidal alkaloid. Methods Acylation and alkylation were used to synthesize the derivatives and their structures were identified via NMR and MS.Results The acylation of wanpeinine A (1) produced 3β,6α-diacetylwanpeinine A (2), 3β,6α-dipropionylwanpeinine A (3), 3β,6α-dichloracetylwanpeinine A (4), 3β,6α-dibenzoylwanpeinine A (5), and 3β-methoxyacylwanpeinine A (6). The alkylation of wanpeinine A formed 3β,6α-dimethoxymethylwanpeinine A (7). Conclusion All compounds are new except for 3β,6α-diacetylwanpeinine A.
