Pailee Phanruethai, Batsomboon Paratchata, Yaosanit Wiriya, Thananthaisong Theerawat, Mahidol Chulabhorn, Ploypradith Poonsakdi, Reuk-Ngam Nanthawan, Khlaychan Panita, Techasakul Supanna, Ruchirawat Somsak, Prachyawarakorn Vilailak
Laboratory of Natural Products, Medicinal Chemistry and Organic Synthesis, Chulabhorn Research Institute, Bangkok, 10210, Thailand.
Department of National Parks, Wildlife and Plant Conservation, Forest Herbarium, Bangkok, 10900, Thailand.
Nat Prod Bioprospect. 2024 Sep 14;14(1):54. doi: 10.1007/s13659-024-00475-7.
Eleven novel clerodane-type diterpenoids, grewiifopenes A-K (1-4 and 12-18), along with nine known compounds (5-11, 19, and 20) were purified from the dichloromethane extract of the twigs and stems of Casearia grewiifolia Vent. (Salicaceae). Their spectroscopic data, including the NMR, HRESIMS, and electronic circular dichroism calculations were employed to completely characterize and elucidate the chemical structures and absolute configurations. The clerodane diterpenoids possessing a 6-OH group and no substitution at C-7 exhibited greater cytotoxic activity than others, with their IC values ranging from 0.3 to 2.9 μM. Isocaseamembrin E (7) exhibited antibacterial activity against Staphylococcus aureus, while isocaseamembrin E (7), corymbulosin X (8), caseargrewiin A (9), kurzipene A (10), and balanspene F (11) exhibited antibacterial activity against Bacillus cereus.
从大风子科植物海南脚骨脆(Casearia grewiifolia Vent.)的嫩枝和茎的二氯甲烷提取物中,分离得到11个新的克罗烷型二萜类化合物,即海南脚骨脆素A - K(1 - 4和12 - 18),以及9个已知化合物(5 - 11、19和20)。利用它们的光谱数据,包括核磁共振(NMR)、高分辨电喷雾电离质谱(HRESIMS)和电子圆二色光谱计算,对其化学结构和绝对构型进行了全面表征和阐释。具有6 - OH基团且C - 7位无取代的克罗烷二萜类化合物显示出比其他化合物更强的细胞毒性活性,其半数抑制浓度(IC)值范围为0.3至2.9 μM。异脚骨脆素E(7)对金黄色葡萄球菌具有抗菌活性,而异脚骨脆素E(7)、伞形花内酯X(8)、脚骨脆素A(9)、库齐佩烯A(10)和巴兰斯烯F(11)对蜡样芽孢杆菌具有抗菌活性。