α-Lapachone

Alpha-Lapachone has antineoplastic activity, it shows an approximately trypanocidal activity against Trypanosoma cruzi. (In Vitro) :The photophysical and photochemical reactions of β-lapachone were studied using femtosecond transient absorption, nanosecond transient absorption, and nanosecond time-resolved resonance Raman spectroscopy techniques and density functional theory calculations. In acetonitrile, β-lapachone underwent an efficient intersystem crossing to form the triplet state of β-lapachone. However, in water-rich solutions, the singlet state of β-lapachone was predominantly quenched by the photoinduced protonation of the carbonyl group at the β position (O9) . After protonation, a series of fast reaction steps occurred to eventually generate the triplet state α±-lapachone intermediate. This triplet state of α±-lapachone then underwent intersystem crossing to produce the ground singlet state of α±-lapachone as the final product. 1,2-Naphthoquinone is examined in acetonitrile and water solutions in order to elucidate the important roles that water and the pyran ring play during the photoconversion from β-lapachone to α±-lapachone. β-Lapachone can also be converted to α±-lapachone in the ground state when a strong acid is added to an aqueous solution.

4707-33-9

Alpha-Lapachone

>98% (HPLC)

In Vitro: DMSO : 100 mg/mL (412.76 mM)

CC1 (C) CCC2=C (O1) C (=O) c1ccccc1C2=O

C15H14O3

242.274

Storage temperature: -20°C. Stability: ≥ 2 years