Initiation and post-initiation chemopreventive effects of diallyl sulfide in esophageal carcinogenesis

Wargovich, Michael J.; Imada, Osamu; Stephens, L. Clifton

doi:10.1016/0304-3835(92)90019-r

Cited by 76 publications

(19 citation statements)

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“…14) In a recent review, Steinmetz and Potter 15) reported that 10 of 11 epidemiological case-control studies found a significant inverse relationship between the intake of fresh fruits or vegetables and esophageal cancer risk. In animal models for esophageal cancer, diallyl sulfide 16,17) in garlic, derivatives of cruciferous vegetable isothiocyanates, 18,19) green and black tea, 8,20) selenium, 21) ellagic acid, 22) protease inhibitors 23) and diosmin and hesperidin 24) have been reported to inhibit esophageal carcinogenesis. Fig.…”

Section: Introductionmentioning

confidence: 99%

Suppression of N‐Nitrosomethylbenzylamine‐induced Rat Esophageal Tumorigenesis by Dietary Feeding of 1′‐Acetoxychavicol Acetate

Kawabata

Tanaka

Yamamoto

et al. 2000

Japanese Journal of Cancer Research

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The modifying effects of 1′ ′ ′ ′-acetoxychavicol acetate (ACA) on N-nitrosomethylbenzylamine (NMBA)-induced esophageal tumorigenesis were investigated in male F344 rats. At 5 weeks of age, all test animals, except those given the test chemical alone, and the control rats received s.c. injections of NMBA (0.5 mg/kg body weight/injection, three times per week) for 5 weeks. At the termination of the study (20 weeks), 75% of rats treated with NMBA alone had esophageal neoplasms (papillomas). However, the groups given a dose of 500 ppm ACA during the initiation phase developed a significantly reduced incidence of tumors (29%; P < < < <0.01). Exposure to ACA (500 ppm) during the post-initiation phase also decreased the frequency of the tumors (38%; P < < < <0.05). A reduction of the incidence of preneoplastic lesions (hyperplasia or dysplasia) was obtained when ACA was administered in the initiation phase (P < < < <0.01). Cell proliferation in the esophageal epithelium, determined by assay of proliferating cell nuclear antigen (PCNA), was lowered by ACA (P < < < <0.05). Blood polyamine contents in rats given NMBA and the test compound were also smaller than those of rats given the carcinogen (P < < < <0.05). These findings suggest that dietary ACA is effective in inhibiting the development of esophageal tumors by NMBA when given during the initiation or post-initiation phase, and such inhibition is related to suppression of cell proliferation in the esophageal epithelium.

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Section: Introductionmentioning

confidence: 99%

Suppression of N‐Nitrosomethylbenzylamine‐induced Rat Esophageal Tumorigenesis by Dietary Feeding of 1′‐Acetoxychavicol Acetate

Kawabata

Tanaka

Yamamoto

et al. 2000

Japanese Journal of Cancer Research

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“…DAS prevented N-nitrosomethylbenzylamineinduced esophageal tumor formation (Wargovich et al, 1992), benzo(α)pyrene induced forestomach neoplasia (Sparnins et al, 1988), and dimethylhydrazine-induced colonic adenocarcinoma (Wargovichl., 1987) when given by intragastric intubation prior to carcinogen challenge. DADS also prevented N-n i t r o s o d i e t h y l a m i n e -i n d u c e d forestomach neoplasia when given prior to the carcinogen 2.0 kb (Wattenberg et al, 1989).…”

Section: Discussionmentioning

confidence: 99%

Effect of organosulfur compounds on the expression of UDP-glucuronosyltransferase and thyroid hormone level in TCDD-treated rats

Hong

Kim²

1997

Exp Mol Med

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In this study, we investigated the effect of organosulfur compounds including, diallyl sulfide (DAS), garlic extract, and dially disulfide (DADS) on inducible expression of UDP-glucuronosyltransferase (UGT1) and thyroid hormone level in 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD)-treated rats. We measured UGT1 gene expression in rat liver and lung tissues after treatments. We found that a correlation was found to exist between UGT1 gene expression and active T 4 concentrations. The total concentration of plasma T 4 decreased in TCDD-alone treated male and female rats compared to control animals (TCDDalone < control). Plasma T 4 concentration in TCDD + DAS, TCDD + garlic extract and TCDD + DADS treated groups were moderately higher than in TCDD alone animals, but lower than control animals. TCDD + DAS, TCDD + garlic extract and TCDD + DADS moderately increased T 4 glucuronidation and moderately reduced total T 4 . The nonthyroidal nature of thyroid hormone reduction observed in this study extends the evidence for microsomal enzyme inducers as indirect thyroid tumor promoters in rats. Furthermore, the results of present study suggest protective effects of DAS, garlic extract, or DADS on TCDDinduced changes.

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“…Acredita-se que a atividade anti-cancerígena do alho deve ocorrer principalmente pela presença de dialil-sulfeto (1) e de seus derivados oxidados dialil-sulfóxido (2) e dialil-sulfona (3). 1 é um tioéter lipofílico, obtido pela oxidação da alicina 5 , que demonstra eficiência na inibição de várias formas de câncer induzidas quimicamente; como exemplo pode-se citar a inibição da formação de tumores no có-lon de ratos, provocados pela 1,2-dimetilidrazina 6 , e do câncer de esôfago em camundongos, induzido pelo N-nitrosometilbenzilamina 7 . Postulase que a ação anti-cancerígena destes compostos tio-alílicos se deve à atuação sobre o sistema enzimático responsável pelo metabolismo de xenobióticos.…”

Section: Introductionunclassified

Interação de compostos organossulfurados derivados do alho com o citocromo-c: um estudo eletroquímico

Reina¹,

Montanari²,

Donnici³

et al. 2002

Quím. Nova

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Recebido em 21/6/00; aceito em 27/6/01 ON THE INTERACTION OF ORGANOSULFUR COMPOUNDS FROM GARLIC WITH CYTOCHROME-C: AN ELETROCHEMICAL STUDY. Organosulfur compounds present in garlic and onion have been evaluated as inhibitors of chemical carcinogenesis. Among them diallylsulfide was mainly investigated and studies demonstrated its metabolization to the corresponding sulfoxide and sulfone. In this work, we report the investigation of the interaction between the diallylsulfide and its oxidized derivatives, through cyclic voltammetry, with horse heart cytocrome-c (on a modified electrode with 4-mercaptopyridine). Our results suggest that there is a reversible interaction between cytocrome-c and diallylsulfide and diallylsulfone and an irreversible interaction with the diallylsulfoxide.Keywords: diallylsulfide derivatives; cyclic voltammetry; cytochrome-c. INTRODUÇÃOO câncer, segundo a Organização Mundial da Saúde, é a terceira causa mundial de óbitos (12%), levando à morte cerca de 6,0 milhões de pessoas por ano no mundo, sendo 110 mil somente no Brasil. Estima-se que no nosso país cerca de 13 mil pessoas por ano devem morrer de câncer de estômago. Estudos epidemiológicos têm mostrado que populações com o hábito de consumo de grandes quantidades de alho e outros vegetais da família Allium apresentam baixa incidência de câncer, principalmente da região gástrica [1][2][3] . Além de sua utilidade gastronômica, tem-se estudado as aplicações do alho como antibióti-co, anti-hipertensivo, anti-trombótico e na redução dos níveis de glicose no sangue 4 . Porém, só mais recentemente é que a sua eficiência como anti-cancerígeno foi descoberta e está sendo estudada 2 . A inibição da carcinogênese por constituintes do alho tem sido observada em animais 3 . Acredita-se que a atividade anti-cancerígena do alho deve ocorrer principalmente pela presença de dialil-sulfeto (1) e de seus derivados oxidados dialil-sulfóxido (2) e dialil-sulfona (3). 1 é um tioéter lipofílico, obtido pela oxidação da alicina 5 , que demonstra eficiência na inibição de várias formas de câncer induzidas quimicamente; como exemplo pode-se citar a inibição da formação de tumores no có-lon de ratos, provocados pela 1,2-dimetilidrazina 6 , e do câncer de esôfago em camundongos, induzido pelo N-nitrosometilbenzilamina 7 . Postulase que a ação anti-cancerígena destes compostos tio-alílicos se deve à atuação sobre o sistema enzimático responsável pelo metabolismo de xenobióticos. Esta rota de metabolização pode ser resumida, no caso hipotético da metabolização de um alqueno simples (RCH=CH 2 ), como a seguir: a) Fase I (Esquema 1) -ação oxidativa pela transferência de elétrons acompanhada por etapa química de oxidação (epoxidação ou hidroxilação) do xenobiótico (RCH=CH 2 ) através da ação, por exemplo, de enzimas da família dos citocromos (CIT), como o citocromo P-450 8 (cit-P450); ou o citocromo-c (cit-c) que pode agir metabolicamente, porém só é responsável pela transferência de elétrons 9 aos substratos; b) Fase II (Esquema 1) -ação de famílias de enzimas (ex:...

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Initiation and post-initiation chemopreventive effects of diallyl sulfide in esophageal carcinogenesis

Cited by 76 publications

References 6 publications

Suppression of N‐Nitrosomethylbenzylamine‐induced Rat Esophageal Tumorigenesis by Dietary Feeding of 1′‐Acetoxychavicol Acetate

Suppression of N‐Nitrosomethylbenzylamine‐induced Rat Esophageal Tumorigenesis by Dietary Feeding of 1′‐Acetoxychavicol Acetate

Effect of organosulfur compounds on the expression of UDP-glucuronosyltransferase and thyroid hormone level in TCDD-treated rats

Interação de compostos organossulfurados derivados do alho com o citocromo-c: um estudo eletroquímico

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