Journal of Natural Products, volume 68, issue 2, pages 194-197

Asimitrin and 4-Hydroxytrilobin, New Bioactive Annonaceous Acetogenins from the Seeds of Asimina triloba Possessing a Bis-tetrahydrofuran Ring

Eun Jung Kim ¹

Kyung Mi Suh ¹

Dal Hwan Kim ¹

Eun Joo Jung ¹

CHANG-SEOB SEO ¹

Jong-Keun Son ¹

Mi-Hee Woo ¹

Jerry L. MCLAUGHLIN ¹

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Narcotic & Neuropharmacological Drug Division, Drug Evaluation Department, Korea Food and Drug Administration, Seoul, 122-020, Korea, Herbal Medicinal Products Division, Herbal Medicines Evaluation Department, Korea Food and Drug Administration, Seoul, 122-020, Korea, College of Pharmacy, Yeungnam University, Gyeongsan, 712-749, Korea, College of Pharmacy, Catholic University of Daegu, Gyeongsan, 712-702, Korea, and Nature's Sunshine Products, 1655 N. Main Street, Spanish Fork, Utah 84660 |

Publication type: Journal Article

Publication date: 2005-01-26

American Chemical Society (ACS)

Journal: Journal of Natural Products

scimago Q1

SJR: 0.802

CiteScore: 9.1

Impact factor: 3.3

ISSN: 01633864, 15206025

DOI: 10.1021/np040184l

Copy DOI

PubMed ID: 15730242

Organic Chemistry

Drug Discovery

Pharmacology

Pharmaceutical Science

Molecular Medicine

Complementary and alternative medicine

Analytical Chemistry

Abstract

Bioactivity-directed fractionation of the seeds of Asimina triloba resulted in the isolation of asimitrin (1) and 4-hydroxytrilobin (2). Compound 1 represents an adjacent ring-hydroxylated bis-tetrahydrofuran (THF) acetogenin. Compound 2 has an adjacent bis-THF ring with two flanking hydroxyl groups and a α,β-unsaturated γ-lactone with a 4-hydroxyl group. Compounds 1 and 2 showed cytotoxic selectivity, with 100−10 000 times the potency of adriamycin against prostate adenocarcinoma (PC-3) and colon adenocarcinoma (HT-29) cell lines.

Found

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Publisher

American Chemical Society (ACS)

Journal

Journal of Natural Products

scimago Q1

SJR

0.802

CiteScore

9.1

Impact factor

3.3

ISSN

01633864 (Print)

15206025 (Electronic)

Asimitrin and 4-Hydroxytrilobin, New Bioactive Annonaceous Acetogenins from the Seeds of Asimina triloba Possessing a Bis-tetrahydrofuran Ring

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