Chemical constituents of cape aloe and their synergistic growth-inhibiting effect on Ehrlich ascites tumor cells.
The constituents of cape aloe were investigated after a preliminary screening of the growth-inhibiting effect on Ehrlich ascites tumor cells (EATC) of several extracts of this plant. Ten compounds were isolated from the dichloromethane (CH(2)Cl(2)) extract that showed the strongest activity, and their structures were elucidated as aloe-emodin (1), p-hydroxybenzaldehyde (2), p-hydroxyacetophenone (3), pyrocatechol (4), 10-oxooctadecanoic acid (5), 10-hydroxyoctadecanoic acid (6), methyl 10-hydroxyoctadecanoate (7), 7-hydroxy-2,5-dimethylchromone (8), furoaloesone (9), and 2-acetonyl-8-(2-furoylmethyl)-7-hydroxy-5-methylchromone (10) based on MS and various NMR spectroscopic techniques. Compounds 2-7 were isolated for the first time from cape aloe. Compounds 4-7 and 10 showed a significant growth-inhibiting effect, and compound 1 exhibited a remarkable synergistic effect on compounds 8-10, which was not observed with the treatment by each compound alone on EATC. These results suggest that the strong growth-inhibiting effect of the CH(2)Cl(2) extract was dependent not on one compound alone, but on the synergistic effect from the combination of compound 1 and the other compounds.
Kametani
Saeda
S
Department of Food and Human Health Sciences, Graduate School of Human Life Science, Osaka City University, Osaka, Japan.
Kojima-Yuasa
Akiko
A
Kikuzaki
Hiroe
H
Kennedy
David Opare
DO
Honzawa
Mayumi
M
Matsui-Yuasa
Isao
I
D000098:Acetophenones / Q000737:chemistry / Q000494:pharmacology; D000504:Aloe / Q000737:chemistry*; D000818:Animals; D000880:Anthraquinones; D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology*; D001547:Benzaldehydes / Q000737:chemistry / Q000494:pharmacology; D002286:Carcinoma, Ehrlich Tumor / Q000188:drug therapy* / Q000378:metabolism / Q000473:pathology; D002396:Catechols / Q000737:chemistry / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D002867:Chromones / Q000737:chemistry / Q000494:pharmacology; D004357:Drug Synergism; D004642:Emodin / Q000737:chemistry / Q000494:pharmacology; D013058:Mass Spectrometry; D008752:Methylene Chloride / Q000737:chemistry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D008517:Phytotherapy; D010936:Plant Extracts / Q000494:pharmacology / Q000627:therapeutic use; D011208:Powders / Q000737:chemistry; D013997:Time Factors
D000098:Acetophenones; D000880:Anthraquinones; D000970:Antineoplastic Agents; D001547:Benzaldehydes; D002396:Catechols; D002867:Chromones; D010936:Plant Extracts; D011208:Powders; D008752:Methylene Chloride; C518327:aloe emodin; C031335:4-hydroxyacetophenone; D004642:Emodin; C034221:catechol; C011483:4-hydroxybenzaldehyde