ChemicalBook--->CAS DataBase List--->93908-02-2

93908-02-2

93908-02-2 Structure

93908-02-2 Structure
IdentificationBack Directory
[Name]

REBECCAMYCIN
[CAS]

93908-02-2
[Synonyms]

NSC 359079
REBECCAMYCIN
dro-12-(4-o-methyl-beta-d-glucopyranosyl)-
REBECCAMYCIN, SACCHAROTHRIX AEROCOLONIGENES
5h-indolo(2,3-a)pyrrolo(3,4-c)carbazole-5,7(6h)-dione,1,11-dichloro-12,13-dihy
1,11-Dichloro-12,13-dihydro-12-(4-O-methyl-β-D-glucopyranosyl)-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione
5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione, 1,11-dichloro-12,13-dihydro-12-(4-O-methyl-β-D-glucopyranosyl)-
7,10-Dichloro-8-(3,4-dihydroxy-6-(hydroxymethyl)-5-methoxytetrahydro-2H-pyran-2-yl)-8,9-dihydro-1H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-1,3(2H)-dione
[Molecular Formula]

C27H21Cl2N3O7
[MDL Number]

MFCD01718312
[MOL File]

93908-02-2.mol
[Molecular Weight]

570.38
Chemical PropertiesBack Directory
[storage temp. ]

−20°C
[solubility ]

DMSO: ≥3 mg/mL
[form ]

solid
[color ]

yellow
Safety DataBack Directory
[WGK Germany ]

-
Hazard InformationBack Directory
[Uses]

Rebeccamycin is an indolocarbazole isolated from Lechevalieria aerocolonigenes. Rebeccamycin displays selective antitumour activity against several cell lines. Rebeccamycin's primary mechanism of action is via strong DNA intercalation resulting in the potent catalytic inhibition of both topoisomerases I and II. Analogues of rebecamycin have beend tested in clinical trials for cancer therapy.
[Definition]

ChEBI: An N-glycosyl compound consisting of a heteropolycyclic ring system with a glucosyl group attached to one of the indolic nitrogens.
[in vivo]

Rebeccamycin (2-256 mg/kg; i.p.; daily for 9 days) prolongs survival in B16 melanoma, L1210 leukemia[2].

Animal Model:CDF1 mice (B16 melanoma, L1210 leukemia)[2]
Dosage:2, 4, 8, 16, 32, 64, 128, 256 mg/kg
Administration:I.p.; daily for 9 days
Result:Prolongation of survival of the mice at dose levels ranging from 8 to 256 mg/kg.
[IC 50]

Topoisomerase I; Traditional Cytotoxic Agents
[storage]

+4°C
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