Sriphong Lawan, Sotanaphun Uthai, Limsirichaikul Siripan, Wetwitayaklung Penpan, Chaichantipyuth Chaiyo, Pummangura Sunibhond
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Silpakorn University, Nakorn Prathom, Thailand.
Planta Med. 2003 Nov;69(11):1054-6. doi: 10.1055/s-2003-45156.
Three new alkaloids, 3(R)-benzoyloxy-2(R)-methyl-6(R)-(11'-oxododecyl)-piperidine (3), 5-hydroxy-2-methyl-6-(11'-oxododecyl)-pyridine (4) and 5-hydroxy-2-methyl-6-(11'-oxododecyl)-pyridine N-oxide (5), together with a known alkaloid, (-)-cassine (1), were isolated from the flowers of Senna spectabilis. A derivative, N,O-diacetylcassine (2), was semisynthesized. Their structures and stereochemistry were established on the basis of spectroscopic analysis. Cytotoxic activity and brine shrimp lethality of these compounds were evaluated. Compounds 2, 3 and 5 exhibited cytoxicity against KB cell lines with IC50 values of 5.2, 3.7 and 2.0 microg/mL, respectively.
从决明花中分离出三种新生物碱，3(R)-苯甲酰氧基-2(R)-甲基-6(R)-(11'-氧代十二烷基)-哌啶(3)、5-羟基-2-甲基-6-(11'-氧代十二烷基)-吡啶(4)和5-羟基-2-甲基-6-(11'-氧代十二烷基)-吡啶N-氧化物(5)，以及一种已知生物碱(-)-水黄皮碱(1)。半合成了一种衍生物N,O-二乙酰水黄皮碱(2)。通过光谱分析确定了它们的结构和立体化学。评估了这些化合物的细胞毒性活性和卤虫致死率。化合物2、3和5对KB细胞系表现出细胞毒性，IC50值分别为5.2、3.7和2.0μg/mL。
