The Relation between Carcinogenic Activity and the Physical and Chemical Properties of Angular Benzacridines

Lacassagne, A; Buu‐Hoï, Ng. Ph.; Daudel, R.; Zajdela, F

doi:10.1016/s0065-230x(08)60727-7

Cited by 86 publications

(26 citation statements)

References 46 publications

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“…The most comprehensive investigation in recent years of the relationship of chemical structure to carcinogenic activity is that of Lacassagne et al (1956) with the angular benzacridines and dibenzacridines. In these studies it was also shown that carcinogenicity was enhanced by methyl substitution; the most important finding being that carcinogenic members were substituted in the meso-anthracenic carbon.…”

Section: Histological Findingsmentioning

confidence: 99%

Studies on the Carcinogenicity of Tricycloquinazoline. The effect of Substitution in the Peripheral Carbocyclic Rings on Carcinogenic Activity

Baldwin¹,

Cunningham²,

Partridge³

et al. 1962

Br J Cancer

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Section: Histological Findingsmentioning

confidence: 99%

Studies on the Carcinogenicity of Tricycloquinazoline. The effect of Substitution in the Peripheral Carbocyclic Rings on Carcinogenic Activity

Baldwin¹,

Cunningham²,

Partridge³

et al. 1962

Br J Cancer

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“…Of particular interest to the present study is DB[c,hlACR. DB[c,h]ACR is a nitrogen-containing heterocyclic compound, isosteric in structure with DB[a,j]A, whose carcinogenicity is believed to result also from metabolic activation to bay-region DEs [40,41]. Its reported ability to selectively induce A18*+T transversion mutations in c-Ha-ras of skin tumors [24] suggests that a dAdo adduct, similar to that identified for DB[a,j]A, may be critical for tumor initiation by DB[c,h]ACR.…”

Section: Discussionmentioning

confidence: 99%

Analysis of point mutations in murine c‐Ha‐ras of skin tumors initiated with dibenz[a,j]anthracene and derivatives

Gill

Beltrán²,

Nettikumara

et al. 1992

Molecular Carcinogenesis

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This study was designed to evaluate the point mutations in the murine c-Ha-ras gene of skin papillomas induced by initiation with dibenz[a,j]anthracene (DB[a,j]A), its bay-region anti-diol epoxide ((+/-)anti-DB[a,j]A-DE), and a 7,14-dimethyl analogue (7,14-diMeDB[a,j]A). Recent studies (Nair RV, et al., Chem Res Toxicol 4:115-122, 1991) in our laboratory have revealed both deoxyguanosine (dGuo) and deoxyadenosine (dAdo) adducts formed from the anti- and syn-diol epoxides of DB[a,j]A in cultured mouse epidermal cells after exposure to this hydrocarbon. Using PCR amplification and direct sequencing, we found specific A182----T transversion mutations (eight of 10 tumors) in codon 61 of c-Ha-ras in papillomas induced by initiation with DB[a,j]A. Analysis of papillomas generated by initiation with the more biologically potent analogue 7,14-diMeDB[a,j]A revealed that five of five tumors exhibited A182----T transversions in codon 61. The nature of the changes in the two DB[a,j]A tumors not showing codon 61 mutations in Ha-ras is currently not known since these tumor DNAs also did not possess c-Ha-ras mutations at codons 12, 13, or 59. Interestingly, papillomas produced by initiation with (+/-)anti-DB[a,j]A-DE also possessed A182----T transversion mutations in codon 61 of c-Ha-ras (five of five tumors). These data suggest that dAdo adducts derived from both parent hydrocarbons may play an important role in their tumor-initiating activity and possibly implicate a specific diol epoxide-dAdo adduct in this process.

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“…Acridines are heterocyclic natural products. Acridinedione derivatives have a wide range of biological active properties such as antimalarial and anticancer properties . Furthermore, their derivatives are also used in laser dyes .…”

Section: Introductionmentioning

confidence: 99%

Eco‐friendly, ultrasound‐assisted, and facile synthesis of one‐pot multicomponent reaction of acridine‐1,8(2H,5H)‐diones in an aqueous solvent

Chavan¹,

Pansare

Shelke

2019

J Chinese Chemical Soc

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The Relation between Carcinogenic Activity and the Physical and Chemical Properties of Angular Benzacridines

Cited by 86 publications

References 46 publications

Studies on the Carcinogenicity of Tricycloquinazoline. The effect of Substitution in the Peripheral Carbocyclic Rings on Carcinogenic Activity

Studies on the Carcinogenicity of Tricycloquinazoline. The effect of Substitution in the Peripheral Carbocyclic Rings on Carcinogenic Activity

Analysis of point mutations in murine c‐Ha‐ras of skin tumors initiated with dibenz[a,j]anthracene and derivatives

Eco‐friendly, ultrasound‐assisted, and facile synthesis of one‐pot multicomponent reaction of acridine‐1,8(2H,5H)‐diones in an aqueous solvent

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