2. Academic Validation
  3. Dactyloditerpenol acetate, a new prenylbisabolane-type diterpene from Aplysia dactylomela with significant in vitro anti-neuroinflammatory activity

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

  • Bioorg Med Chem Lett. 2014 Jan 1;24(1):344-8. doi: 10.1016/j.bmcl.2013.11.008.
Carlos Jiménez-Romero 1,  Alejandro M S Mayer 2,  Abimael D Rodríguez 3
Affiliations

Affiliations

  • 1 Department of Chemistry, University of Puerto Rico, PO Box 23346, UPR Station, San Juan, PR 00931-3346, United States.
  • 2 Department of Pharmacology, Chicago College of Osteopathic Medicine, Midwestern University, 555, 31st Street, Downers Grove, IL 60515, United States.
  • 3 Department of Chemistry, University of Puerto Rico, PO Box 23346, UPR Station, San Juan, PR 00931-3346, United States. Electronic address: abimael.rodriguez1@upr.edu.
PMID: 24279991 DOI: 10.1016/j.bmcl.2013.11.008
Abstract

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 B2 (TXB2) (IC50 0.4μM) and superoxide anion (O2(-)) (IC50 1μM) generation from Escherichia coli lipopolysaccharide (LPS)-activated rat neonatal microglia, with concomitant low short-term toxicity.

Keywords

Aplysia dactylomela; Diterpene; Prenylbisabolane; Tuberculosis; anti-Neuroinflammatory activity.

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