藤黄檀的生物碱：氯喹增强活性及海维林D的结构解析

Alkaloids of Hernandia voyronii: chloroquine-potentiating activity and structure elucidation of herveline D.

作者信息

Rasoanaivo P, Ratsimamanga-Urverg S, Rafatro H, Ramanitrahasimbola D, Palazzino G, Galeffi C, Nicoletti M

机构信息

Institut Malgache de Recherches Appliquées, Antananarivo, Madagascar.

出版信息

Planta Med. 1998 Feb;64(1):58-62. doi: 10.1055/s-2006-957367.

DOI:10.1055/s-2006-957367

PMID:17253219

Abstract

Further investigation of Hernandia voyronii led to the isolation of a new pavine-benzyltetrahydroisoquinoline (pavine-BTIQ) dimer, herveline D, together with herveline A, five aporphine alkaloids, two morphinane alkaloids, and their bio-synthetic precursor, i.e., the BTIQ ( S)-reticuline. Hervelines A-D have a moderate intrinsic in vitro antimalarial activity (IC (50) in the range of 1.68-3.28 microM), but displayed different effects ranging from synergism for herveline B and herveline C to simple additive effect for herveline A, and antagonism for herveline D in a chloroquine (CQ) combination evaluation and this was confirmed in vivo for hervelines A and B. Furthermore, the antiplasmoidal activity of CQ was potentiated in vitro by reticuline and its dimethyl derivative laudanosine (for the latter also in vivo), whereas herveline C moderately potentiated in vitro the anti-plasmodial activity of herveline D.

摘要

对沃氏莲叶桐（Hernandia voyronii）的进一步研究导致分离出一种新的罂粟碱 - 苄基四氢异喹啉（pavine - BTIQ）二聚体，即海维林D，同时还分离出海维林A、五种阿朴啡生物碱、两种吗啡烷生物碱及其生物合成前体，即BTIQ（S） - 网状番荔枝碱。海维林A - D具有中等程度的体外抗疟活性（IC（50）在1.68 - 3.28 microM范围内），但在氯喹（CQ）联合评估中表现出不同的效应，从海维林B和海维林C的协同作用到海维林A的简单相加效应，以及海维林D的拮抗作用，并且海维林A和B在体内也得到了证实。此外，网状番荔枝碱及其二甲基衍生物劳丹碱在体外增强了氯喹的抗疟原虫活性（对于后者在体内也有增强作用），而海维林C在体外适度增强了海维林D的抗疟原虫活性。