Dactyloditerpenol acetate, a new prenylbisabolane-type diterpene from Aplysia dactylomela with significant in vitro anti-neuroinflammatory activity

被引:9
作者
Jimenez-Romero, Carlos [1 ]
Mayer, Alejandro M. S. [2 ]
Rodriguez, Abimael D. [1 ]
机构
[1] Univ Puerto Rico, Dept Chem, UPR Stn, San Juan, PR 00931 USA
[2] Midwestern Univ, Chicago Coll Osteopath Med, Dept Pharmacol, Downers Grove, IL 60515 USA
关键词
Aplysia dactylomela; Diterpene; Prenylbisabolane; anti-Neuroinflammatory activity; Tuberculosis; PROSTAGLANDIN E-2 SYNTHESIS; ABSOLUTE-CONFIGURATION; THROMBOXANE B-2; SHIFT-REAGENTS; NITRIC-OXIDE; METABOLITES; LIPOPOLYSACCHARIDE; LAURENDITERPENOL; PARACETAMOL; DERIVATIVES;
D O I
10.1016/j.bmcl.2013.11.008
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A new regular diterpene possessing an unusual 1,6-anti-3-methylcyclohex-2-en-1-ol ring system, dactyloditerpenol acetate (1), has been extracted from the tropical sea hare Aplysia dactylomela and its stereostructure elucidated by spectroscopic methods. The absolute configuration of 1 was determined as 1S, 6S, 7R, 10S, and 11R by application of Kishi's method for the assignment of absolute configuration of alcohols. The new diterpene potently inhibited in vitro thromboxane B-2 (TXB2) (IC50 0.4 mu M) and superoxide anion (O-2(-)) (IC50 1 mu M) generation from Escherichia coli lipopolysaccharide (LPS)-activated rat neonatal microglia, with concomitant low short-term toxicity. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:344 / 348
页数:5
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