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Annomocherin, Annonacin and Annomontacin: a novel and two known Bioactive mono-tetrahydrofuran annonaceous acetogenins fromAnnona cherimolia seeds

  • Dal Hwan Kim
  • Jong Keun Son
  • Mi Hee Woo
Research Article Medicinal Chemistry & Natural Products

Abstract

A novel and two known bioactive mono-tetrahydrofuran (THF) annonaceous acetogenins, annomocherin (1), annonacin (2) and annomontacin (3), have been isolated from the fractionated ethanolic extracts of the seeds ofAnnona cherimolia, guided by the brine shrimp lethality test (BST). Their structures were elucidated on the basis of spectroscopic and chemical methods. All compounds have a relative stereochemistry ofthreo/trans/threo for the mono-THF ring with two flanking hydroxyls. Compound1 has a double bond at C-23/ 24 of aliphatic chain. Compound1 was isolated from natural sources for the first time, and was named annomocherin. Two known Compounds2 and3 which have never been isolated from this species before, were obtained. Compound1 exhibited potent and selective cytotoxicities against the breast carcinoma (MCF-7) and kidney carcinoma (A-498) cell lines with 100 to 1,000 times the potency of adriamycin. In brine shrimp lethality test (BST),1–3 exhibited cytotoxicity.

Key words

Annonaceous acetogenins Annona cherimolia Annomocherin Annonacin Annomontacin Cytotoxicities 

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Copyright information

© The Pharmaceutical Society of Korea 2001

Authors and Affiliations

  1. 1.Department of Pharmacy, College of PharmacyCatholic University of DaeguGyeongsanKorea
  2. 2.Department of Pharmacy, College of PharmacyYeungnam UniversityGyeongsanKorea

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