来自南极海绵的新的半日花烷型二萜类化合物。

New Sesterterpenes from the Antarctic Sponge sp.

作者信息

Olsen Stine S H, Morrow Sydney K, Szabo Julia L, Teng Michael N, Tran Kim C, Amsler Charles D, McClintock James B, Baker Bill J

机构信息

Department of Chemistry, University of South Florida, 4202 E. Fowler Avenue, CHE205, Tampa, FL 33620, USA.

Department of Internal Medicine, University of South Florida, Tampa, FL 33612, USA.

出版信息

Mar Drugs. 2024 Dec 6;22(12):551. doi: 10.3390/md22120551.

DOI:10.3390/md22120551

PMID:39728126

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11676953/

Abstract

Chemical investigation of the Antarctic sponge sp. has previously led to the identification of new suberitane derivatives, some of which show bioactivity toward respiratory syncytial virus (RSV). Our ongoing NMR-guided investigation of new specimens of the sponge resulted in the isolation of five new analogs (-), previously reported suberitenones A-D (-), and oxaspirosuberitenone (). Suberitenone K () was characterized as the 8-keto derivative of , while three new phenols, suberitandiol (), abeosuberitandiol (), and furanosuberitandiol (), and the degraded sesterterpene norsuberitenone B () were also found. Compound displays a ring contraction while has a new dihydrofuran ring. Structural characterization was achieved by a combination of NMR, HR-MS, and X-ray diffraction (XRD). Moderate activity towards RSV was reported for and the new metabolite , with IC values of 15.0 μM and 39.8 μM, respectively.

摘要

对南极海绵物种的化学研究先前已鉴定出新型苏贝瑞坦衍生物，其中一些对呼吸道合胞病毒（RSV）具有生物活性。我们正在进行的对该海绵新标本的核磁共振（NMR）引导研究，分离出了五个新类似物（-）、先前报道的苏贝瑞酮A - D（-）以及氧杂螺苏贝瑞酮（）。苏贝瑞酮K（）被表征为的8 - 酮衍生物，同时还发现了三种新的酚类化合物，即苏贝瑞二醇（）、去甲苏贝瑞二醇（）和呋喃苏贝瑞二醇（），以及降解的倍半萜降苏贝瑞酮B（）。化合物表现出环收缩，而具有一个新的二氢呋喃环。通过核磁共振、高分辨质谱（HR - MS）和X射线衍射（XRD）相结合的方法实现了结构表征。据报道，和新代谢物对RSV具有中等活性，其半数抑制浓度（IC）值分别为15.0 μM和39.8 μM。