Natural inhibitors of carcinogenesis

A. Douglas Kinghorn, Bao Ning Su, Sik Jang Dae, Chee Chang Leng, Dongho Lee, Jian Qiao Gu, Esperanza J. Carcache-Blanco, Alison D. Pawlus, Kook Lee Sang, Jung Park Eun, Muriel Cuendet, Joell Gills, Krishna Bhat, Hye Sung Park, Eugenia Mata-Greenwood, Lynda L. Song, Meishiang Jang, John M. Pezzuto

Research output: Contribution to journalArticle

Abstract

Previous collaborative work by our group has led to the discovery of several plant isolates and derivatives with activities in in vivo models of cancer chemoprevention, including deguelin, resveratrol, bruceantin, brassinin, 4′-bromoflavone, and oxomate. Using a panel of in vitro bioassays to monitor chromatographic fractionation, a diverse group of plant secondary metabolites has been identified as potential cancer chemopreventive agents from mainly edible plants. Nearly 50 new compounds have been isolated as bioactive principles in one or more in vitro bioassays in work performed over the last five years. Included among these new active compounds are alkaloids, flavonoids, stilbenoids, and withanolides, as well as a novel stilbenolignan and the first representatives of the norwithanolides, which have a 27-carbon atom skeleton. In addition, over 100 active compounds of previously known structure have been obtained. Based on this large pool of potential cancer chemopreventive compounds, structure-activity relationships are discussed in terms of the quinone reductase induction ability of flavonoids and withanolides and the cyclooxygenase-1 and -2 inhibitory activities of flavanones, flavones and stilbenoids. Several of the bioactive compounds were found to be active when evaluated in a mouse mammary organ culture assay, when used as a secondary discriminator in our work. The compounds (2S)-abyssinone II, (2S)-2′,4′-dihydroxy-2″-(1-hydroxy-1-methylethyl) dihydrofuro[2,3-h]-flavanone, 3′-[γ-hydroxymethyl-(E)-γ- methylallyl]-2,4,2′,4′-tetrahydroxychalcone 11′-O-coumarate, isolicoflavonol, isoliquiritigenin, and ixocarpalactone A are regarded as promising leads as potential cancer chemopreventive agents.

Original languageEnglish (US)
Pages (from-to)691-705
Number of pages15
JournalPlanta Medica
Volume70
Issue number8
DOIs
StatePublished - Aug 2004
Externally publishedYes

Fingerprint

Withanolides
Bioassay
Flavonoids
carcinogenesis
Carcinogenesis
stilbenoids
Flavanones
NAD(P)H Dehydrogenase (Quinone)
Flavones
Cyclooxygenase 1
neoplasms
Discriminators
flavanones
Fractionation
Metabolites
Alkaloids
Biological Assay
Assays
Neoplasms
flavonoids

Keywords

  • Edible plants
  • Flavonoids
  • In vitro bioassays
  • Mouse mammary organ culture
  • Plant secondary metabolites
  • Potential cancer chemopreventive agents
  • Stilbenoids
  • Structure-activity relationships
  • Withanolides

ASJC Scopus subject areas

  • Plant Science
  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

Cite this

Kinghorn, A. D., Su, B. N., Dae, S. J., Leng, C. C., Lee, D., Gu, J. Q., ... Pezzuto, J. M. (2004). Natural inhibitors of carcinogenesis. Planta Medica, 70(8), 691-705. https://doi.org/10.1055/s-2004-827198

Natural inhibitors of carcinogenesis. / Kinghorn, A. Douglas; Su, Bao Ning; Dae, Sik Jang; Leng, Chee Chang; Lee, Dongho; Gu, Jian Qiao; Carcache-Blanco, Esperanza J.; Pawlus, Alison D.; Sang, Kook Lee; Eun, Jung Park; Cuendet, Muriel; Gills, Joell; Bhat, Krishna; Park, Hye Sung; Mata-Greenwood, Eugenia; Song, Lynda L.; Jang, Meishiang; Pezzuto, John M.

In: Planta Medica, Vol. 70, No. 8, 08.2004, p. 691-705.

Research output: Contribution to journalArticle

Kinghorn, AD, Su, BN, Dae, SJ, Leng, CC, Lee, D, Gu, JQ, Carcache-Blanco, EJ, Pawlus, AD, Sang, KL, Eun, JP, Cuendet, M, Gills, J, Bhat, K, Park, HS, Mata-Greenwood, E, Song, LL, Jang, M & Pezzuto, JM 2004, 'Natural inhibitors of carcinogenesis', Planta Medica, vol. 70, no. 8, pp. 691-705. https://doi.org/10.1055/s-2004-827198
Kinghorn AD, Su BN, Dae SJ, Leng CC, Lee D, Gu JQ et al. Natural inhibitors of carcinogenesis. Planta Medica. 2004 Aug;70(8):691-705. https://doi.org/10.1055/s-2004-827198
Kinghorn, A. Douglas ; Su, Bao Ning ; Dae, Sik Jang ; Leng, Chee Chang ; Lee, Dongho ; Gu, Jian Qiao ; Carcache-Blanco, Esperanza J. ; Pawlus, Alison D. ; Sang, Kook Lee ; Eun, Jung Park ; Cuendet, Muriel ; Gills, Joell ; Bhat, Krishna ; Park, Hye Sung ; Mata-Greenwood, Eugenia ; Song, Lynda L. ; Jang, Meishiang ; Pezzuto, John M. / Natural inhibitors of carcinogenesis. In: Planta Medica. 2004 ; Vol. 70, No. 8. pp. 691-705.
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