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CAS No. | 4707-32-8 | Cat. No. | BCP09779 |
Name | Beta-Lapachone | ||
Synonyms | β-Lapachone;ARQ 501;ARQ-501;ARQ501;NSC-26326;NSC26326;NSC 26326; | ||
SMILES | CC1(CCC2=C(O1)C3=CC=CC=C3C(=O)C2=O)C | ||
Chemical Name | |||
Formula | C15H14O3 | M. Wt | 242.27 |
Purity | 98% | Storage | Store at 4-8°C |
Description | beta-Lapachone is a naphthoquinone compound derived from bark of Tabebuia sp., with antitumor, antibacterial, antifungal and antitrypanosomal activities. Beta-lapachone exerts its anti-tumor effect by indirect actions of inducing p53-independent apoptosis and cell cycle arrest mediated through altered activities of cell cycle control regulatory proteins; including down-regulating retinoblastoma protein (pRB), a transcriptional repressor target at transcription factor E2F-1, as well as induces expression of cyclin dependent kinase inhibitor 1A (CDKN1A or p21). Both E2F-1 and p21 are required for G1/S-phase transition during cell cycle. This agent also inhibits DNA topoisomerase I by a mechanism distinct from that of camptothecin, and thereby blocks the formation of a cleavable complex leading to enzyme inhibition and prevent DNA repair. Furthermore, beta-lapachone could induce reactive oxygen species in vivo, and result in cytotoxicity. |
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