CAS 122525-61-5

protorubradirin

Description:

Protorubradirin is a chemical compound classified as a natural product, specifically a type of alkaloid. It is derived from certain species of fungi and is known for its complex structure, which includes multiple rings and functional groups. The compound exhibits notable biological activity, including potential antimicrobial and cytotoxic properties, making it of interest in pharmaceutical research. Protorubradirin's molecular structure contributes to its reactivity and interaction with biological systems, which is a key area of study for understanding its mechanisms of action. Additionally, its solubility and stability under various conditions can influence its application in medicinal chemistry. As with many natural products, the extraction and purification processes are critical for obtaining protorubradirin in sufficient quantities for research and potential therapeutic use. Overall, protorubradirin represents a fascinating subject within the field of natural product chemistry, with ongoing studies aimed at elucidating its full range of biological effects and potential applications.

Formula: C₄₈H₄₆N₄O₁₉

InChI: InChI=1/C48H46N4O19/c1-17-11-19(3)40(39(59)42(60)48(6)16-49-30-36(56)23-12-18(2)34(54)29(33(17)53)28(23)38(58)41(30)71-48)70-46(63)32-37(57)26(68-27-15-47(5,52-64)43(66-8)20(4)67-27)14-24(50-32)44(61)51-31-35(55)22-10-9-21(65-7)13-25(22)69-45(31)62/h9-14,19-20,27,39-40,43,49,54,57,59,62H,15-16H2,1-8H3,(H,51,61)/b17-11-

Synonyms:

• Protorubradirin
• protorubradirin
• (12Z)-8,16-dihydroxy-2,7,12,14-tetramethyl-5,10,11,17-tetraoxo-3,4,5,10-tetrahydro-2H-9,2-hept[2]enonaphtho[2,3-b][1,4]oxazin-15-yl 3-hydroxy-6-[(2-hydroxy-7-methoxy-4-oxo-4H-chromen-3-yl)carbamoyl]-4-[(2,3,6-trideoxy-3-methyl-4-O-methyl-3-nitrosohexopyranosyl)oxy]pyridine-2-carboxylate
• Rubradirin B, 4''-((2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitroso-alpha-D-xylo-hexopyranosyl)oxy)-, (7Z)-

Protorubradirin

CAS: 122525-61-5

Protorubradirin is an antibiotic that can be isolated from the non-pigmented Streptomyces achromogenes var. rubradiris alongside Rubradirin. It exhibits inhibitory activity against HIV reverse transcriptase. In vitro studies show that Protorubradirin also inhibits strains of Staphylococcus aureus and Streptococcus. In infected mice, subcutaneous administration of Protorubradirin demonstrates in vivo efficacy against antibiotic-resistant Staphylococcus aureus strains. However, oral administration may significantly reduce its activity compared to Rubradirin, possibly due to its C-nitroso sugar decomposing more rapidly in acidic gastric conditions.

Formula: C₄₈H₄₆N₄O₁₉

Molecular weight: 982.89

Ref: TM-TN11221