POTENTIALLY CARCINOGENIC CYCLOPENTA[A]PHENANTHRENES .3. OXIDATION STUDIES

被引：17

作者：

COOMBS, MM

机构：

[1] Chemistry Department, Imperial Cancer Research Fund, Lincoln's Inn Fields

来源：

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 18期

关键词：

D O I：

10.1039/j39690002484

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxidation of 15,16-dihydrocyclopenta[a]phenanthren-17-one and of its strongly carcinogenic 11-methyl homologue with chromic acid, osmium tetroxide, lead tetra-acetate, and ammonium cerium(IV) nitrate was studied. The position of attack, either on the phenanthrene nucleus or on the five-membered ring D, depended mainly upon the oxidising agent and only to a minor extent upon the substrate. Both the biologically inactive hydrocarbon, 16,17-dihydro-15H-cyclopenta[a]phenanthrene, and its weakly carcinogenic 11-methyl homologue gave the corresponding 15-ketones as the main products on chromic acid oxidation.

引用

页码：2484 / &

共 13 条

[1] NEW DERIVATIVES OF 1-2-CYCLOPENTENOPHENANTHRENE
BADGER, GM
CARRUTHERS, W
COOK, JW
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1952, (DEC): : 4996 - 5000
[2] BADGER GM, 1939, J CHEM SOC, P801
[3] BELLAMY LJ, 1958, INFRARED SPECTRA COM, P146
[4] METABOLISM OF POLYCYCLIC COMPOUNDS - METABOLISM OF 7,12-DIMETHYLBENZ(A)ANTHRACENE BY RAT-LIVER HOMOGENATES
BOYLAND, E
SIMS, P
[J]. BIOCHEMICAL JOURNAL, 1965, 95 (03) : 780 - &
[5] BUTENANDT A, 1953, Arch Geschwulstforsch, V6, P1
[6] *METHYLHOMOLOGE DES 12-CYCLOPENTENO-PHENANTHRENS .3. SYNTHESE DES 910-DIMETHYL-12-CYCLOPENTENO-PHENANTHRENS
BUTENANDT, A
DANNENBERG, H
VONDRESLER, D
[J]. ZEITSCHRIFT FUR NATURFORSCHUNG, 1946, 1 (04): : 222 - 226
[7] BUTENANDT A, 1950, Z NATURFORSCH B, V5, P405
[8] COOMBS MM, 1969, PROG EXP TUMOR RES, V11, P69
[9] POTENTIALLY CARCINOGENIC CYCLOPENTA[A]PHENANTHRENES (1,2-CYCLOPENTENOPHENANTHRENES) .2. DERIVATIVES CONTAINING FURTHER UNSATURATION IN RING D
COOMBS, MM
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (10): : 963 - &
[10] POTENTIALLY CARCINOGENIC CYCLOPENTA[A]PHENANTHRENES (1,2-CYCLOPENTENOPHENANTHRENES) .1. A NEW SYNTHESIS OF 15,16-DIHYDRO-17-OXOCYCLOPENTA[A]PHENANTHRENE AND PHENANTHRENE ANALOGUE OF 18-NOROESTRONE METHYL ETHER
COOMBS, MM
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (10): : 955 - &

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