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Literature DB >> 17552563

Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis.

Sharnelle S Phifer¹, Dongho Lee, Eun-Kyoung Seo, Nam-Cheol Kim, Tyler N Graf, David J Kroll, Hernan A Navarro, Robert A Izydore, Francisco Jiménez, Ricardo Garcia, William C Rose, Craig R Fairchild, Robert Wild, Djaja D Soejarto, Norman R Farnsworth, A Douglas Kinghorn, Nicholas H Oberlies, Monroe E Wall, Mansukh C Wani.

Abstract

Bioactivity-directed fractionation of an extract of the leaves of Alvaradoa haitiensis, using the KB (human oral epidermoid carcinoma) cell line, led to the isolation and identification of 10 new anthracenone C-glycosides, alvaradoins E-N (1-10), along with the known compound chrysophanol (11). The cytotoxicity of all compounds was evaluated, and preliminary structure-activity relationships are suggested. The most potent compounds in the in vitro assays (1 and 2) were evaluated in vivo versus the P388 (murine lymphocytic leukemia) model, and alvaradoin E (1) showed antileukemic activity (125% T/C) at a dose of 0.2 mg kg-1 per injection when administered intraperitoneally.

Entities: Chemical Disease Mutation Species

Mesh：

Substances：

Year: 2007 PMID： 17552563 PMCID： PMC2442713 DOI： 10.1021/np070005a

Source DB: PubMed Journal: J Nat Prod ISSN： 0163-3864 Impact factor: 4.050

7 in total

1. Bioactive constituents of the roots of Licania intrapetiolaris.

Authors: N H Oberlies; J P Burgess; H A Navarro; R E Pinos; D D Soejarto; N R Farnsworth; A D Kinghorn; M C Wani; M E Wall
Journal: J Nat Prod Date: 2001-04 Impact factor: 4.050

2. Anthrone and oxanthrone C-glycosides from Picramnia latifolia collected in Peru.

Authors: Fredyc Diaz; Hee-Byung Chai; Qiuwen Mi; Bao-Ning Su; Jose Schunke Vigo; James G Graham; Fernando Cabieses; Norman R Farnsworth; Geoffrey A Cordell; John M Pezzuto; Steven M Swanson; A Douglas Kinghorn
Journal: J Nat Prod Date: 2004-03 Impact factor: 4.050

3. Effect of tannins on screening of plant extracts for enzyme inhibitory activity and techniques for their removal.

Authors: M E Wall; M C Wani; D M Brown; F Fullas; J B Olwald; F F Josephson; N M Thornton; J M Pezzuto; C W Beecher; N R Farnsworth; G A Cordell; A D Kinghorn
Journal: Phytomedicine Date: 1996-11 Impact factor: 5.340

4. Correlation of in vitro cytotoxicity with preclinical in vivo antitumor activity.

Authors: W C Rose; J E Schurig; J B Meeker
Journal: Anticancer Res Date: 1988 May-Jun Impact factor: 2.480

5. Apoptotic anticancer effect of alvaradoin E isolated from Alvaradoa haitiensis.

Authors: Qiuwen Mi; Daniel Lantvit; Eulenia Reyes-Lim; Heebyung Chai; Sharnelle S Phifer; Mansukh C Wani; Monroe E Wall; Ghee T Tan; Geoffrey A Cordell; Norman R Farnsworth; A Douglas Kinghorn; John M Pezzuto
Journal: Anticancer Res Date: 2005 Mar-Apr Impact factor: 2.480

6. Bioactive anthraquinone glycosides from Picramnia antidesma spp. fessonia.

Authors: P N Solis; A G Ravelo; A G Gonzalez; M P Gupta; J D Phillipson
Journal: Phytochemistry Date: 1995-01 Impact factor: 4.072

7. Alvaradoins A-D. Anthracenone C arabinosides from alvaradoa jamaicensis

Authors:
Journal: J Nat Prod Date: 1999-01 Impact factor: 4.050

7 in total

1. Identification of a cranberry juice product that inhibits enteric CYP3A-mediated first-pass metabolism in humans.

Authors: Ngoc Ngo; Zhixia Yan; Tyler N Graf; Daniel R Carrizosa; Angela D M Kashuba; E Claire Dees; Nicholas H Oberlies; Mary F Paine
Journal: Drug Metab Dispos Date: 2008-12-29 Impact factor: 3.922

2. Discovery of anticancer agents of diverse natural origin.

Authors: A Douglas Kinghorn; Esperanza J Carcache de Blanco; Hee-Byung Chai; Jimmy Orjala; Norman R Farnsworth; D Doel Soejarto; Nicholas H Oberlies; Mansukh C Wani; David J Kroll; Cedric J Pearce; Steven M Swanson; Robert A Kramer; William C Rose; Craig R Fairchild; Gregory D Vite; Stuart Emanuel; David Jarjoura; Frederick O Cope
Journal: Pure Appl Chem Date: 2009-01-01 Impact factor: 2.453

Review 7. The Chemotherapeutic Potentials of Compounds Isolated from the Plant, Marine, Fungus, and Microorganism: Their Mechanism of Action and Prospects.

Authors: Ashok K Shakya; Rajashri R Naik
Journal: J Trop Med Date: 2022-10-10

7 in total

Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis.

1. Bioactive constituents of the roots of Licania intrapetiolaris.

2. Anthrone and oxanthrone C-glycosides from Picramnia latifolia collected in Peru.

3. Effect of tannins on screening of plant extracts for enzyme inhibitory activity and techniques for their removal.

4. Correlation of in vitro cytotoxicity with preclinical in vivo antitumor activity.

5. Apoptotic anticancer effect of alvaradoin E isolated from Alvaradoa haitiensis.

6. Bioactive anthraquinone glycosides from Picramnia antidesma spp. fessonia.

7. Alvaradoins A-D. Anthracenone C arabinosides from alvaradoa jamaicensis

1. Identification of a cranberry juice product that inhibits enteric CYP3A-mediated first-pass metabolism in humans.

2. Discovery of anticancer agents of diverse natural origin.

3. Asymmetric Total Syntheses of Di- and Sesquiterpenoids by Catalytic C-C Activation of Cyclopentanones.

Review 4. Discovery of natural product anticancer agents from biodiverse organisms.

Review 5. Use of the in vivo hollow fiber assay in natural products anticancer drug discovery.

Review 6. Discovery of new anticancer agents from higher plants.

Review 7. The Chemotherapeutic Potentials of Compounds Isolated from the Plant, Marine, Fungus, and Microorganism: Their Mechanism of Action and Prospects.