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Sandramycin

Names

[ CAS No. ]:
100940-65-6

[ Name ]:
Sandramycin

Biological Activity

[Description]:

Sandramycin ia a cyclic depsipeptide antibiotic isolated from cultured broth of a Nocardioides sp. Sandramycin is also a DNA intercalator that potently binds DNA and is an ADC cytotoxin. Sandramycin is active against Gram-positive bacteria and has potent antitumor activity[1][2][3].

[Related Catalog]:

Research Areas >> Cancer
Research Areas >> Infection
Signaling Pathways >> Antibody-drug Conjugate >> ADC Cytotoxin
Signaling Pathways >> Anti-infection >> Bacterial

[Target]

Traditional Cytotoxic Agents


[In Vitro]

Sandramycin has antimicrobial activity wtih MIC values of 0.024 μg/mL, 0.012 μg/mL, 0.012 μg/mL, 0.098 μg/mL, 0.024 μg/mL, 12.5 μg/mL and 12.5 μg/mL for Bacillus subtilis (Rec+) A22508-2, B. subtilis (Rec-) A22509-2-2, Staphylocccus aureus 209P-A9497, S. aureus (echinomycin-resistant) A9628, Streptococcus faecalis A96 1 1, Escherichia coli A151 19 and E. coli (actinomycin-sensitive) A21780 (AS-19), respectively[1]. Sandramycin inhibits cancer cells growth of L1210, B16, HCT118, RPMI8226, A431, RKO, SU-DHL6 and SU-DHL10 cells with IC50 values of 0.02 nM, 0.07 nM, 0.8 nM, 3.8 nM, 3.1 nM, 1.3 nM, 5.9 nM and 3.3 nM, respectively[2].

[In Vivo]

Sandramycin (0.0125-1.6 mg/kg; intraperitoneal injection; daily; for 5 days; CDF1 female mice) treatment shows moderately active in vivo against leukemia P388 in mice[1]. Animal Model: CDF1 female mice injected with leukemia P388 cells[1] Dosage: 0.0125 mg/kg, 0.025 mg/kg, 0.05 mg/kg, 0.1 mg/kg, 0.2 mg/kg, 0.4 mg/kg, 0.8 mg/kg, 1.6 mg/kg Administration: Intraperitoneal injection; daily; for 5 days Result: Was moderately active in vivo against leukemia P388 in mice.

[References]

[1]. J A Matson, et al. Sandramycin, a Novel Antitumor Antibiotic Produced by a Nocardioides Sp. Production, Isolation, Characterization and Biological Properties. J Antibiot (Tokyo). 1989 Dec;42(12):1763-7.

[2]. Katsushi Katayama, et al. Total Synthesis of Sandramycin and Its Analogues via a Multicomponent Assemblage. Org Lett. 2014 Jan 17;16(2):428-31.

[3]. D L Boger, et al. DNA Binding Properties of Key Sandramycin Analogues: Systematic Examination of the Intercalation Chromophore. Bioorg Med Chem. 1999 Feb;7(2):315-21.

Chemical & Physical Properties

[ Density]:
1.42g/cm3

[ Boiling Point ]:
1518.4ºC at 760 mmHg

[ Molecular Formula ]:
C60H76N12O16

[ Molecular Weight ]:
1221.32000

[ Flash Point ]:
872.1ºC

[ Exact Mass ]:
1220.55000

[ PSA ]:
357.10000

[ LogP ]:
1.13540

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.659

[ Storage condition ]:
-20°C


Related Compounds

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