Open Access Research Article

Conformational Studies on (+)-epi-goniofufrone and Hirsutic Acid Reveals Patterns of Conformer Populations in Triquinane Sesquiterpenes

Sahar Sakhaee1, Mohammad Hossein Sakhaee2, Saghar Sakhaee3, Ahmad Takallou4, Akbar Mobaraki5 and Nader Sakhaee6,7*

1Islamic Azad University, Iran

2Mashhad University of Medical Sciences, Iran

3Medical University of Shahrood, Iran

4Department of Chemistry, Kharazmi University, Iran

5Department of Chemistry, Tarbiat Modarres University, Iran

6Department of Mathematics and Natural Sciences, Harris Stowe State University, USA

7Department of Chemistry, Southern Illinois University Edwardsville, USA

Corresponding Author

Received Date: October 24, 2019;  Published Date: October 30, 2019

Abstract

Cyclic compounds are frequently found in natural products, prevailing specially in alkaloids. Whether the choice of nature for these carbonic skeletal frameworks, is conformationally beneficial, has yet to be explored. In this paper we try to show how nature’s choice of cyclic carbonic framework in two triquinane sesquiterpenes is responsible for populating specific conformers to provide bioactivity. Conformational analysis of cisoctahydropentalenes can provide a telltale sign that conformational preference may be a predesigned aspect of both (+)-epi goniofufrone and hirsutic acid. conformational analyses are done, using ωb97xd/6-311+G(d) level of theory. The model was then tested to analyze the stable conformers in, (+)-epi-goniofufrone and hirsutic acid, respectively. The results are in line with our previous findings on chondrosterin J, and further work is underway to find a comprehensive detailed conformational landscape for fused five membered rings.

Keywords: Bioactive conformers; Cis-octahydropentalene; (+)-epi-goniofufrone<; Hirsutic acid; Triquinane sesquiterpenes

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