Carbazomadurin B

Carbazomadurin B

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Category Others
Catalog number BBF-00220
CAS
Molecular Weight 367.48
Molecular Formula C23H29NO3

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Description

Carbazomadurin B is a neuroprotective substance produced by Actinomadura madurae, which inhibits the toxicity of L-glutamate in N18-RE-105 cells.

Specification

IUPAC Name 8-[(E)-2,5-dimethylhept-1-enyl]-4-(hydroxymethyl)-7-methyl-9H-carbazole-1,6-diol

Properties

Appearance Light Yellow Powder
Melting Point 108-110°C(dec.)

Reference Reading

1. [Total Syntheses of Multi-substituted Carbazole Alkaloids and Phenolic Related Compounds, and Evaluation of Their Antioxidant Activities]
Yuhzo Hieda Yakugaku Zasshi. 2017;137(10):1255-1263. doi: 10.1248/yakushi.17-00142.
This review describes the syntheses and antioxidant activities of carbazole alkaloids carquinostatin A, carbazomadurin A and carbazomadurin B and their related carbazoles. The key step was an allene-mediated electrocyclic reaction involving an indole [b]-bond for the construction of a highly substituted carbazole ring. Antioxidant activities of 3-oxygenated and 3,4-dioxygenated carbazole alkaloids and their related carbazoles were comprehensively evaluated by 2,2-diphenyl-1-picrylhydrazyl (DPPH), 2,2'-azinobis-(3-ethylbenzthiazoline-6-sulfonate) (ABTS)+ radical scavenging assays, and cupper reducing power. Furthemore, the antioxidant activities of simple phenolic carbazoles were evaluated by DPPH and ABTS+ radical scavenging assays. After this, bond dissociation energies (BDE) and highest occupied molecule orbital energy levels (EHOMO) of a series of phenolic carbazoles, including phenolic carbazole alkaloids, were also calculated and then examined for correlation with their antioxidant activities. The phenolic carbazole core possessing a hydroxyl group at the 1-, 3-, 6-, or 8-positions could play an important role in the antioxidant activity of carbazole alkaloids. The results suggest that these compounds could serve as useful clues for designing and developing novel antioxidants.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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