Research Center for Marine Drugs, School of Pharmacy, Second Military Medical University, 325 Guo-He Road, Shanghai 200433, China.
Department of Organic Chemistry, University of Debrecen, POB 20, 4010 Debrecen, Hungary.
Mar Drugs. 2011;9(8):1403-1418. doi: 10.3390/md9081403. Epub 2011 Aug 16.
Six new (3Z,5E)-11,20-epoxybriara-3,5-dien-7,18-olide diterpenoids, gemmacolides N-S (1-6), were isolated together with four known analogues, juncenolide D, and juncins R, S and U (7-10), from the South China Sea gorgonian Dichotella gemmacea. The structures of the new compounds were elucidated by the detailed analysis of spectroscopic data in combination with the comparison with reported data. The absolute configuration of 1 was determined by a TDDFT calculation of its solution ECD spectrum, affording the determination of absolute configuration of other analogues by simply comparing their ECD spectra with that of 1. The cytotoxic and antimicrobial activities of these compounds were evaluated. In preliminary in vitro bioassays, compounds 4, 5, 6, 8 and 9 showed cytotoxicity against A549 and MG63, while compounds 1, 2, 4, 7-10 showed antimicrobial activity against the fungus Septoria tritici and the bacterium Escherichia coli.
从南海柳珊瑚 Dichotella gemmacea 中分离得到了六个新的（3Z,5E）-11,20-环氧布里亚-3,5-二烯-7,18-内酯二萜类化合物，即 gemmacolides N-S（1-6），以及四个已知类似物，juncenolide D 和 juncins R、S 和 U（7-10）。通过详细分析光谱数据并结合与报道数据的比较，确定了新化合物的结构。通过对其溶液 ECD 光谱的 TDDFT 计算确定了 1 的绝对构型，从而通过简单比较其 ECD 光谱与 1 的 ECD 光谱来确定其他类似物的绝对构型。评估了这些化合物的细胞毒性和抗菌活性。在初步的体外生物测定中，化合物 4、5、6、8 和 9 对 A549 和 MG63 具有细胞毒性，而化合物 1、2、4、7-10 对真菌小麦叶枯病菌和细菌大肠杆菌具有抗菌活性。
