CAS 101342-94-3

lactoquinomycin B

Description:

Lactoquinomycin B is a natural compound classified as an antibiotic, derived from the fermentation of certain actinomycetes. It is part of the quinomycin family, which is known for its ability to inhibit DNA and RNA synthesis, making it a subject of interest in cancer research and antimicrobial studies. The compound exhibits a complex structure characterized by a fused ring system that contributes to its biological activity. Lactoquinomycin B has shown potential in exhibiting cytotoxic effects against various cancer cell lines, indicating its role as a potential chemotherapeutic agent. Additionally, it has been studied for its ability to interact with cellular processes, including apoptosis and cell cycle regulation. Its mechanism of action primarily involves binding to DNA, which disrupts transcription and replication processes. While promising, further research is necessary to fully understand its pharmacological properties, therapeutic potential, and safety profile in clinical applications. As with many natural products, the extraction and synthesis of lactoquinomycin B can be challenging, necessitating advanced techniques for its study and application.

Formula: C₂₄H₂₇NO₉

InChI: InChI=1/C24H27NO9/c1-9-18(27)13(25(3)4)7-14(31-9)11-5-6-12-17(19(11)28)21(30)23-10(2)32-15-8-16(26)33-22(15)24(23,34-23)20(12)29/h5-6,9-10,13-15,18,22,27-28H,7-8H2,1-4H3

Synonyms:

• 3a,11b-Dihydro-7-hydroxy-5-methyl-8-[2,3,6-trideoxy-3-(dimethylamino)-β-D-arabino-hexopyranosyl]-5a,11a-epoxy-5H-furo[3,2-b]naphtho[2,3-d]pyran-2,6,11(3H)-trione
• lactoquinomycin B
• 5a,11a-Epoxy-5H-furo[3,2-b]naphtho[2,3-d]pyran-2,6,11(3H)-trione, 3a,11b-dihydro-7-hydroxy-5-methyl-8-[2,3,6-trideoxy-3-(dimethylamino)-β-D-arabino-hexopyranosyl]-
• 1,5-anhydro-2,3,6-trideoxy-3-(dimethylamino)-1-(7-hydroxy-5-methyl-2,6,11-trioxo-2,3,3a,6,11,11b-hexahydro-5a,11a-epoxybenzo[g]furo[3,2-c]isochromen-8(5H)-yl)hexitol
• 5a,11a-Epoxy-5H-furo(3,2-b)naphtho(2,3-d)pyran-2,6,11(3H)-trione, 3a,11b-dihydro-7-hydroxy-5-methyl-8-(2,3,6-trideoxy-3-(dimethylamino)-beta-arabino-hexopyranosyl)-

Lactoquinomycin B

CAS: 101342-94-3

Lactoquinomycin B is a quinone antibiotic with activity against Gram-positive bacteria and some Gram-negative bacteria, though its efficacy against Gram-negative species is weaker and it does not affect fungi. It inhibits various cell lines, including lymphoma L5178Y parental cells, doxorubicin-resistant cells, bleomycin-resistant cells, human leukemia K562 cells, and murine leukemia L-1210 and P388 cells, with ID50 (μg/mL) values of 0.43, 0.21, 0.19, 0.16, 0.2, and 0.12, respectively.

Formula: C₂₄H₂₇NO₉

Color and Shape: Solid

Molecular weight: 473.473

Ref: TM-TN10600