Antimicrobial Compounds from Pimpinella Species Growing in Turkey

Nurhayat Tabanca; Erdal Bedir; Nese Kirimer; K. Husnu Can Baser; Shabana I. Khan; Melissa R. Jacob; Ikhlas A. Khan

doi:10.1055/s-2003-45103

Planta Medica, Table of Contents

Planta Med 2003; 69(10): 933-938
DOI: 10.1055/s-2003-45103

Original Paper

Natural Product Chemistry
© Georg Thieme Verlag Stuttgart · New York

Antimicrobial Compounds from Pimpinella Species Growing in Turkey

Nurhayat Tabanca¹ ^{, 2} , Erdal Bedir² , Nese Kirimer¹ , K. Husnu Can Baser¹ , Shabana I. Khan² , Melissa R. Jacob² , Ikhlas A. Khan² ^{, 3}

¹Department of Pharmacognosy, Faculty of Pharmacy, Anadolu University, Eskisehir, Turkey
²National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, The University of Mississippi, University, MS, USA
³Department of Pharmacognosy, School of Pharmacy, The University of Mississippi, University, MS, USA

This research was supported by Anadolu University Research Fund, Eskisehir, Turkey (AUAF No: 00 03 34), and in part by the United States Department of Agriculture, Agricultural Research Service Specific Cooperative Agreement No. 58-6408-2-0009

Abstract

A new, 4-(2-propenyl)-phenyl angelate (1) and four known phenylpropanoids (2 - 5), were isolated from Pimpinella isaurica, a species endemic in Turkey. One new sesquiterpene, 1-methyl-4-(5-methyl-1-methylenehex-4-enyl)-7-oxabicyclo[4.1.0]heptane (6) was obtained from P. aurea and two known phenylpropanoids were isolated (7, 8), from P. corymbosa. The structure elucidation of the new compounds 1 and 6 was achieved by a combination of one- (¹H, and ¹³C) and two-dimensional NMR techniques (G-DQF-COSY, G-HMQC, and G-HMBC) and LC-ESI-FTMS. Compounds 1, 2, 4, 6, 7, 8 have been evaluated for their antimalarial and antimicrobial activities. Compound 1, 2, 4, 6, 8 had antimicrobial activity against Mycobacterium intracellulare with IC₅₀ values of 7.0, 15.0, 2.5, 10.0 and 1.5 μg/mL, respectively.

Key words

Pimpinella isaurica - Pimpinella aurea - Pimpinella corymbosa - Apiaceae - phenylpropanoid - sesquiterpene - antimalarial activity - antimicrobial activity

Full Text

References

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Ikhlas A. Khan, Ph.D.

National Center for Natural Products Research

Research Institute of Pharmaceutical Sciences

Department of Pharmacognosy

School of Pharmacy

The University of Mississippi

University

MS 38677

USA

Phone: +1-662-915-7821

Fax: +1-662-915-7062

Email: ikhan@olemiss.edu