Sperry S, Valeriote F A, Corbett T H, Crews P
Department of Chemistry and Biochemistry, University of California, Santa Cruz 95064, USA.
J Nat Prod. 1998 Feb;61(2):241-7. doi: 10.1021/np970467w.
The marine sponge Diacarnus cf. spinopoculum has provided a series of norterpenes, including five new compounds (7-11), two new ent-compounds [(-)-1a and (+)-1b], and three known compounds (2a, 2b, and 12). Eight of these compounds represent additional examples of the muqubilin/sigmosceptrellin classes (norsesterterpene peroxides) or the nuapapuin class (norditerpene peroxides). Also isolated were dinorditerpenones 11 and 12, which are biosynthetically related to the muqubilin/sigmosceptrellin structure classes. In all, 11 compounds were evaluated for their cytotoxic properties using a soft agar assay system and the NCI's 60 cell-line screen. Compounds without peroxide functionality were inactive. Overall, the norsesterterpene peroxides were less selective as cytotoxins than norditerpene peroxide analogues. Two compounds, nuapapuin A methyl ester (3) and nuapapuin B (7), which were somewhat selective in their cytotoxic behavior, were selected for further in vivo evaluation.
海洋海绵Diacarnus cf. spinopoculum已提供了一系列降萜类化合物，包括五种新化合物（7 - 11）、两种新的对映-化合物[(-)-1a和(+)-1b]以及三种已知化合物（2a、2b和12）。这些化合物中的八种代表了穆库比林/西格莫西特雷林类（降倍半萜过氧化物）或努阿帕普因类（降二萜过氧化物）的更多实例。还分离出了双降二萜酮11和12，它们在生物合成上与穆库比林/西格莫西特雷林结构类相关。总共使用软琼脂测定系统和美国国立癌症研究所的60细胞系筛选对11种化合物的细胞毒性特性进行了评估。没有过氧化物官能团的化合物没有活性。总体而言，降倍半萜过氧化物作为细胞毒素的选择性低于降二萜过氧化物类似物。选择了两种在细胞毒性行为上具有一定选择性的化合物，努阿帕普因A甲酯（3）和努阿帕普因B（7）进行进一步的体内评估。
