A New Geranylbenzofuranone from Zanthoxylum armatum

Abstract

A new geranylbenzofuranone, zantholide (1), and eight known compounds, dodeca-2E,4E-dienoic acid isobutylamide (2), dodeca-2E,4E,8Z,11-tetraenoic acid isobutyl amide (3), zanthoxylin (4), sesamin (5), kobusin (6), asarinin (7), fargesin (8) and armatamide (9), have been isolated from the bark of Zanthoxylum armatum. The structures of the isolated compounds were determined on the basis of spectroscopic (1D, 2D NMR) and HR-ESI-MS data. This is the first report on the isolation of 2 and 3 from the Rutaceae family and 4 from Z. armatum.

Keywords

Zanthoxylum armatum Rutaceae Geranylbenzofuranone Zantholide

References

The Wealth of India. (1976) Raw Materials. PID, Council of Scientific and Industrial Research (CSIR), New Delhi, 2, 18–19

Gaur

. (1999) Flora of district Garhwal, north western Himalaya (with ethno botanical notes). Transmedia, Srinagar, 811.

Kalia

, Singh

, Sood

. (1999) A new amide from Zanthoxylum armatum. Journal of Natural Products, 62, 311–312

, Li

, Zhu

, Xie

, Wu

(2006) Studies on the chemical constituents of Zanthoxylum armatum DC. Zhongguo Yaofang (Chinese Pharmacies), 17, 1035–1037

Singh

, Singh

. (2011) Phytochemical and pharmacological profile of Zanthoxylum armatum DC.- An overview. Indian Journal of Natural Products and Resources, 2, 275–285.

Bisht

, Chanotiya

. (2011) 2-Undecanone rich leaf essential oil from Zanthoxylum armatum. Natural Product Communications, 6, 111–114.

Kumar

, Kumar

, Singh

, Kumar

(2014) Quantitative and structural analysis of amides and lignans in Zanthoxylum armatum by UPLC-DAD-ESI-QTOF–MS/MS. Journal of Pharmaceutical and Biomedical Analysis, 94, 23–29.

Noshita

, Kiyota

, Kidachi

, Ryoyama

, Funayama

, Hanada

, Murayama

(2009) New cytotoxic phenolic derivatives from matured fruits of Magnolia denudata. Bioscience Biotechnology Biochemistry, 73, 726–728.

Lopez-Lutz

, Mudge

, Ippolito

, Brown

, Schieber

(2011) Purification of alkylamides from Echinacea angustifolia (DC.) Hell. roots by high-speed countercurrent chromatography. Journal of Agricultural & Food Chemistry, 59, 491–494.

10.

Zdero

, Bohlmann

, King

, Lander

. (1988) An isobutylamide and beyerene derivatives from Brachycome species. Phytochemistry, 27, 2984–2985.

11.

de Moura

, Ribeirio

, Machado

ECS

, Ethur

, Zanatta

, Morel

. (1997) Benzophenanthridine alkaloids from Zanthoxylum rhoifolium. Phytochemistry, 46, 1443–1446.

Supplementary Material

Please find the following supplemental material available below.

For Open Access articles published under a Creative Commons License, all supplemental material carries the same license as the article it is associated with.

For non-Open Access articles published, all supplemental material carries a non-exclusive license, and permission requests for re-use of supplemental material or any part of supplemental material shall be sent directly to the copyright owner as specified in the copyright notice associated with the article.

0.00 MB

0.57 MB