Cryptochlorophaeic acid

Cryptochlorophaeic acid

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Cryptochlorophaeic acid
Category Others
Catalog number BBF-05123
CAS 2948-07-4
Molecular Weight 460.52
Molecular Formula C25H32O8

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Description

Cryptochlorophaeic acid is obtained from Cladonia cryptochlorophaea Asahina.

Specification

IUPAC Name 2,4-dihydroxy-3-(4-hydroxy-2-methoxy-6-pentylbenzoyl)oxy-6-pentylbenzoic acid
Canonical SMILES CCCCCC1=CC(=C(C(=C1C(=O)O)O)OC(=O)C2=C(C=C(C=C2OC)O)CCCCC)O
InChI InChI=1S/C25H32O8/c1-4-6-8-10-15-12-17(26)14-19(32-3)20(15)25(31)33-23-18(27)13-16(11-9-7-5-2)21(22(23)28)24(29)30/h12-14,26-28H,4-11H2,1-3H3,(H,29,30)
InChI Key LPYVRTMCNJPGMF-UHFFFAOYSA-N

Reference Reading

1. Antibacterial potencial of 12 Lichen species
Ana C Micheletti, Neli K Honda, Luciana M Ravaglia, Tatiana Matayoshi, Adriano A Spielmann An Acad Bras Cienc. 2021 Oct 22;93(4):S0001-37652021000700904. doi: 10.1590/0001-3765202120191194. eCollection 2021.
Resistant bacterial infections are a major public health problem worldwide, which entails the need to search for new therapeutic agents. In this context, lichens stand out, provided that they are producers of structurally diverse compounds that have attractive biological properties, including antimicrobial activity. Thus, extracts of 12 lichen species were prepared and their potential to inhibit the growth of 5 bacterial strains was evaluated in this work. The chemical compositions of these extracts were examined using TLC and microcrystallization, being the identity of the active compounds in each extract attributed based on the bioautography technique. The most active extracts (and their identified active compounds) were from Cladonia borealis (usnic, barbatic and 4-O-demethylbarbatic acids), Cladina confusa (usnic and perlatolic acids), Stereocaulom ramulosum (atranorin, perlatolic and anziaic acids) and Canoparmelia cryptochlorophaea (cryptochlorophaeic and caperatic acids), with MICs ranging from 7.8 to 31.25 μg/mL, including for resistant clinical strains. MIC values were also obtained for substances isolated from lichens for comparison purposes. A group of four extracts containing usnic acid was analyzed by 1H NMR in order to correlate relative proportion of major metabolites and extracts activity. The less active extracts in this group, in fact, presented low proportion of usnic acid.

Bio Calculators

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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