Chemistry Department and Center for Natural Sciences and Ecological Research, De La Salle University 2401 Taft Avenue, Manila 1004, Philippines.
Nat Prod Res. 2012;26(20):1869-75. doi: 10.1080/14786419.2011.619187. Epub 2011 Sep 19.
The freeze-dried bark of Barringtonia asiatica afforded a new triterpene: (3β,11α)-11-hydroxyolean-12-en-3-yl palmitate (1). The bark also yielded mixtures of (3β)-olean-12-en-3-yl palmitate (2a), (3β)-urs-12-en-3-yl palmitate (2b) and (3β)-olean-18-en-3-yl palmitate (2c) in a 2:1:4 ratio; β-amyrin (3a), α-amyrin (3b) and germanicol (3c) in a 3:1:4 ratio; 22-O-tigloylcamelliagenin A (4a) and betulinic acid (4b) in a 2:1 ratio; olean-12-en-3β,16β,22α-triol (5), β-sitosterol, spinasterol, squalene and trilinolein. The roots yielded 2a-c and 3a-c as well as trilinolein, spinasterol and squalene, while the flowers afforded verimol k (6), linoleic acid, spinasterol, squalene, phytyl fatty acid ester and trilinolein. Compounds 1-4 and 6 were tested for antimicrobial property against seven microorganisms. All compounds tested exhibited slight activity against Candida albicans and were found inactive against Escherichia coli, Bacillus subtilis, Trichophyton mentagrophytes and Aspergillus niger. Except for the mixture of 4a and 4b that proved to be inactive, all the compounds were slightly active against the bacterium Staphylococcus aureus, while 3a-c were slightly active against Pseudomonas aeruginosa.
(3β,11α)-11-羟基齐墩果-12-烯-3-基棕榈酸酯(1)。该树皮还得到了(3β)-齐墩果-12-烯-3-基棕榈酸酯(2a)、(3β)-熊果-12-烯-3-基棕榈酸酯(2b)和(3β)-齐墩果-18-烯-3-基棕榈酸酯(2c)的混合物,比例为 2:1:4;β-香树脂醇(3a)、α-香树脂醇(3b)和吉马烯醇(3c)的比例为 3:1:4;22-O-齐墩果酸酰基卡玛醇 A(4a)和齐墩果酸(4b)的比例为 2:1;齐墩果-12-烯-3β,16β,22α-三醇(5)、β-谷甾醇、豆甾醇、角鲨烯和三油酸甘油酯。根部分离得到 2a-c 和 3a-c 以及三油酸甘油酯、豆甾醇和角鲨烯,而花部分离得到 verimol k(6)、亚油酸、豆甾醇、角鲨烯、植基脂肪酸酯和三油酸甘油酯。化合物 1-4 和 6 进行了七种微生物的抗菌活性测试。所有测试的化合物对白色念珠菌均表现出轻微的活性,对大肠杆菌、枯草芽孢杆菌、须癣毛癣菌和黑曲霉均无活性。除了混合物 4a 和 4b 被证明无活性外,所有化合物对金黄色葡萄球菌均有轻微的活性,而 3a-c 对铜绿假单胞菌有轻微的活性。