Pseudoirroratin A, a new cytotoxic ent-kaurene diterpene from Isodon pseudo-irrorata

Hongjie Zhang; Zhuting Fan; Ghee T Tan; Hee-Byung Chai; John M Pezzuto; Handong Sun; Harry H S Fong

doi:10.1021/np010420h

Pseudoirroratin A, a new cytotoxic ent-kaurene diterpene from Isodon pseudo-irrorata

J Nat Prod. 2002 Feb;65(2):215-7. doi: 10.1021/np010420h.

Authors

Hongjie Zhang¹, Zhuting Fan, Ghee T Tan, Hee-Byung Chai, John M Pezzuto, Handong Sun, Harry H S Fong

Affiliation

¹ Program for Collaborative Research in Pharmaceutical Sciences, College of Pharmacy, University of Illinois at Chicago, 833 S. Wood Street, Chicago, Illinois 60612, USA.

PMID: 11858760
DOI: 10.1021/np010420h

Abstract

A new ent-kaurene diterpene, pseudoirroratin A (1), and a known diterpene, pseurata A, were isolated from Isodon pseudo-irrorata. Compound 1 showed significant cytotoxicity against the Lu1, SW626, LNCaP, KB, and HOS cancer cell lines with IC(50) values of 0.26 (0.75), 0.20 (0.57), 0.90 (2.59), 0.90 (2.59), and 0.50 (1.44) microg/mL (microM), respectively. The structure of 1 was elucidated by spectroscopic means including 1D and 2D NMR techniques.

MeSH terms

Antineoplastic Agents, Phytogenic / chemistry
Antineoplastic Agents, Phytogenic / isolation & purification*
Antineoplastic Agents, Phytogenic / pharmacology
Carcinoma, Squamous Cell
Chromatography, High Pressure Liquid
Diterpenes / chemistry
Diterpenes / isolation & purification*
Diterpenes / pharmacology
Drug Screening Assays, Antitumor
Drugs, Chinese Herbal / chemistry*
Female
Humans
Inhibitory Concentration 50
KB Cells
Lamiaceae / chemistry*
Lung Neoplasms
Male
Molecular Conformation
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Osteosarcoma
Ovarian Neoplasms
Plants, Medicinal / chemistry*
Prostatic Neoplasms
Spectrophotometry, Ultraviolet
Stereoisomerism
Tumor Cells, Cultured / drug effects

Substances

Antineoplastic Agents, Phytogenic
Diterpenes
Drugs, Chinese Herbal
pseudoirroratin A