| Identification | Back Directory | [Name]
(11aS)-7-Methoxy-8-hydroxy-2,3,5,11aβ-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5-one | [CAS]
81307-24-6 | [Synonyms]
DC-81
(11aS)-8-Hydroxy-7-methoxy-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5-one
(11aS)-8-Hydroxy-7-methoxy-1,2,3,11aβ-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one
(11aS)-7-Methoxy-8-hydroxy-2,3,5,11aβ-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5-one
5H-Pyrrolo[2,1-c][1,4]benzodiazepin-5-one, 1,2,3,11a-tetrahydro-8-hydroxy-7-methoxy-, (11aS)- | [Molecular Formula]
C13H14N2O3 | [MOL File]
81307-24-6.mol | [Molecular Weight]
246.265 |
| Chemical Properties | Back Directory | [Melting point ]
158-160 °C (decomp) | [Boiling point ]
520.5±50.0 °C(Predicted) | [density ]
1.43±0.1 g/cm3(Predicted) | [pka]
8.91±0.20(Predicted) |
| Hazard Information | Back Directory | [Uses]
Antibiotic DC 81 (DC 81), an antitumor antibiotic produced by Streptomyces species, is a PBD (pyrrolo[2,1-c][1,4]benzodiazepine). Antibiotic DC 81 is potent inhibitor of nucleic acid synthesis. Antibiotic DC 81 can recognize and bind to specific sequences of DNA and form a labile covalent adduct[1][2]. | [in vivo]
Antibiotic DC 81 (0-10 mg/kg, i.p., at day 4, 7, 10, 13 after tumor cell injection) decreases the tumor burden in tumor-bearing mice, but the Antibiotic DC 81 at 10 mg/kg impairs cardiac muscle enzyme and liver function significantly[2]. | Animal Model: | Female C57BL/6 mice (8-12 weeks old, B16 cells were injected into the tail veins of mice)[2] | | Dosage: | 0.1, 1, 10 mg/kg | | Administration: | i.p., at day 4, 7, 10, 13 after tumor cell injection | | Result: | Substantially decreased the tumor burden by 20% at 1 mg/kg. DC-81 at 10 mg/kg induced an 8-10-fold increase of GPT and a 6-8-fold increase in CPK, which indicated severe impaired liver function and muscle damage. Did not impair significant renal function as demonstrated by serum creatinine. |
| [References]
[1] Hu WP, et al. Biological evaluation of an antibiotic DC-81-indole conjugate agent in human melanoma cell lines. Kaohsiung J Med Sci. 2003 Jan;19(1):6-12. DOI:10.1016/S1607-551X(09)70441-3
[2] Lee CH, et al. Pyrrolo[2,1-c][1,4]benzodiazepine and indole conjugate (IN6CPBD) has better efficacy and superior safety than the mother compound DC-81 in suppressing the growth of established melanoma in vivo. Chem Biol Interact. 2009 Aug 14;180(3):360-7. DOI:10.1016/j.cbi.2009.05.001 |
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