Search research articles

ABOUT JoVE

Overview Leadership Blog JoVE Help Center

AUTHORS

Publishing Process Editorial Board Scope & Policies Peer Review FAQ Submit

LIBRARIANS

Testimonials Subscriptions Access Resources Library Advisory Board FAQ

RESEARCH

JoVE Journal Methods Collections JoVE Encyclopedia of Experiments Archive

EDUCATION

JoVE Core JoVE Business JoVE Science Education JoVE Lab Manual Faculty Resource Center Faculty Site

Terms & Conditions of Use

Search research articles

Related Experiment Videos

Microbial transformation of hypoestenone.

¹Pharmacognosy Department, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt. elsayed@yahoo.com

Journal of Natural Products

|March 30, 2001

Summary

This study fermented hypoestenone using Mucor ramannianus, yielding known and novel metabolites. These compounds were identified using advanced Nuclear Magnetic Resonance (NMR) techniques.

Related Concept Videos

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by

Same author

Natural products as angiogenesis modulators.

Mini reviews in medicinal chemistry·2005

Same author

Marine natural products as lead anti-HIV agents.

Mini reviews in medicinal chemistry·2003

Same author

New manzamine alkaloids with potent activity against infectious diseases.

Journal of the American Chemical Society·2001

Same author

A pseudoguaiane sesquiterpene xylopyranoside from Echinops hussoni.

Die Pharmazie·2001

Same author

Antimalarial, antiviral, and antitoxoplasmosis norsesterterpene peroxide acids from the Red Sea sponge Diacarnus erythraeanus.

Journal of natural products·2001

Same author

Microbial models of mammalian metabolism: microbial transformation of naproxen.

Die Pharmazie·2001

Area of Science:

Microbial chemistry
Natural product isolation
Organic chemistry

Background:

Hypoestenone is a known natural product.
Microbial transformations are key for generating novel chemical entities.
Mucor ramannianus is a fungus with known metabolic capabilities.

Purpose of the Study:

To investigate the microbial transformation of hypoestenone using Mucor ramannianus.
To isolate and characterize new metabolites produced during the fermentation.
To elucidate the structures of these novel compounds.

Main Methods:

Preparative-scale fermentation of hypoestenone with Mucor ramannianus.
Isolation of metabolites using chromatographic techniques.
Structure elucidation via 1D and 2D Nuclear Magnetic Resonance (NMR) analyses.

Main Results:

Isolation of 8(9)alpha-epoxyhypoestenone (2).
Identification of four new metabolites: 8(9)alpha-epoxy-12,13-anhydrohypoestenone (3), 17-hydroxyhypoestenone (4), 13alpha,18-dihydroxyhypoestenone (5), and 13beta,18-dihydroxyhypoestenone (6).
Structures were confirmed using comprehensive NMR data.

Conclusions:

Mucor ramannianus effectively transforms hypoestenone into several oxygenated derivatives.
The study expands the known chemical diversity of hypoestenone metabolites.
NMR spectroscopy is a powerful tool for characterizing complex natural products.

Related Experiment Videos