Isolation and structure elucidation of halymeniaol, a new antimalarial sterol derivative from the red alga Halymenia floresii

Srinu Meesala; Pratima Gurung; Krishanpal Karmodiya; Parameswaran Subrayan; Milind G Watve

doi:10.1080/10286020.2017.1342636

Isolation and structure elucidation of halymeniaol, a new antimalarial sterol derivative from the red alga Halymenia floresii

J Asian Nat Prod Res. 2018 Apr;20(4):391-398. doi: 10.1080/10286020.2017.1342636. Epub 2017 Jun 29.

Authors

Srinu Meesala¹, Pratima Gurung¹, Krishanpal Karmodiya¹, Parameswaran Subrayan², Milind G Watve¹

Affiliations

¹ a Department of Biology , Indian Institute of Science Education and Research , Pune 411008 , India.
² b Department of Chemistry , CSIR-NIO , Dona Paula 403 004 , India.

PMID: 28662593
DOI: 10.1080/10286020.2017.1342636

Abstract

A new mono-hydroxy acetylated sterol derivative: 12β-hydroxy-3β, 15α, 16β-triacetoxy-cholest-5-en-7-one (halymeniaol) (1), and cholesterol (2) were isolated from the marine red alga Halymenia floresii. The structure of the compound 1 (halymeniaol) was established from its spectral data, derived from HRMS/MS and 2D NMR. Compound 1 exhibited growth inhibitory activity against chloroquine-resistant Plasmodium falciparum 3D7 strain with an IC₅₀ of 3.0 μM.

Keywords: Algae; NMR & mass spectrometry; antimalarial activity; natural products; sterols.

MeSH terms

Antimalarials / chemistry
Antimalarials / isolation & purification*
Antimalarials / pharmacology*
Cholesterol / analogs & derivatives
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Plasmodium falciparum / drug effects
Rhodophyta / chemistry*
Sterols / chemistry
Sterols / isolation & purification*
Sterols / pharmacology*

Substances

Antimalarials
Sterols
halymeniaol
Cholesterol