144667-38-9
Chemical Structure
Seco-Duocarmycin SA
- CAS No.: 144667-38-9
- Formula:C25H24ClN3O7
- Molecular Weight:513.93
IUPAC Name: methyl 8-(chloromethyl)-4-hydroxy-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylate
InChIKey: SDJNZXKVYYJDDM-UHFFFAOYSA-N
SMILES: O=C(C1=CC2=C3C(N(C(C(N4)=CC5=C4C(OC)=C(OC)C(OC)=C5)=O)CC3CCl)=CC(O)=C2N1)OC
Biological Activity: Seco-Duocarmycin SA is a DNA alkylator. Seco-Duocarmycin SA is an antitumor antibiotic (IC50 = 10 pM). Seco-Duocarmycin SA can induce a concentration-dependent increase in apoptotic cell death. Seco-Duocarmycin SA can lead to significant cell cycle arrest in S and G2/M phases. Seco-Duocarmycin SA acts as an ADC cytotoxin for antibody-drug conjugates[1][2][3].
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Seco-Duocarmycin SA | Seco-Duocarmycin SA is a DNA alkylator. Seco-Duocarmycin SA is an antitumor antibiotic (IC50 = 10 pM). Seco-Duocarmycin SA can induce a concentration-dependent increase in apoptotic cell death. Seco-Duocarmycin SA can lead to significant cell cycle arrest in S and G2/M phases. Seco-Duocarmycin SA acts as an ADC cytotoxin for antibody-drug conjugates. | |||||||||||||||||||||
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- [1]. Lutz F. Tietze, et al. A Concise and Efficient Synthesis of seco-Duocarmycin SA. European Journal of Organic Chemistry 2003 (3), 562-566.
- [2]. Morcos, A., et al., (2025). Seco-Duocarmycin SA in Aggressive Glioblastoma Cell Lines. International journal of molecular sciences, 26(6), 2766. [Content Brief]
- [3]. Tichenor MS, et al. Systematic exploration of the structural features of yatakemycin impacting DNA alkylation and biological activity. J Am Chem Soc. 2007 Sep 5;129(35):10858-69. [Content Brief]
Keywords
