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Chemical Compound Review:

Kuwanon 2-(2,4-dihydroxyphenyl)-8- [(1R,5R,6S)-5-(2...

Synonyms: Kuwanone G, Kuwanon G, kumanon G, AC1NQYUP, CHEMBL444942, ...

Park, K.M. et al., Chi, Y.S. et al., Mihara, S. et al., Cui, L. et al., Arung, E.T. et al.

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Disease relevance of Kuwanon

Artocarpin (1), cudraflavone C (2), 6-prenylapigenin (3), kuwanon C (4), norartocarpin (5) and albanin A (6) inhibited melanin biosynthesis in B16 melanoma cells without inhibiting tyrosinase [1].
MIC of kuwanon G against Streptococcus mutans causing dental caries was determined to be 8.0 microg/ml [2].
Kuwanon G also significantly inhibited the growth of other cariogenic bacteria such as Streptococcus sobrinus and Streptococcus sanguis, and Porpyromonas gingivalis causing periodontitis [2].

High impact information on Kuwanon

In contrast, many prenylated flavonoids, such as kuraridin, kuwanon C and sophoraisoflavanone A, inhibited COX-1 activity [3].
Among the 19 prenylated flavonoids, morusin, kuwanon C, sanggenon B, sanggenon D and kazinol B inhibited COX-2 activity (ic(50) = 73-100 microM), but the potencies were far less than that of NS-398 (ic(50) = 2.9 microM) [3].
Of these, only kuwanon C, papyriflavonol A and sophoraflavanone G showed inhibitory activity against 12-LOX at low concentration ranges (ic(50) = 19-69 microM) comparable to that of NDGA (ic(50) = 2.6 microM) [3].
Non-peptide bombesin receptor antagonists, kuwanon G and H, isolated from mulberry [4].
Thus, kuwanon H, and possibly kuwanon G also, are specific antagonists for the GRP-preferring receptor and can be useful for studying the physiological and pathological role of GRP [4].

Biological context of Kuwanon

Antibacterial activity of kuwanon G was investigated by the minimum inhibitory concentration (MIC) test and the viable cell count method [2].

Anatomical context of Kuwanon

Transmission electron microscopy (TEM) of kuwanon G treated cells demonstrated remarkable morphological damage of the cell wall and condensation of the cytoplasm [2].

Associations of Kuwanon with other chemical compounds

Bioassay-guided fractionation resulted in the isolation of sanggenon C (1), sanggenon G (2), mulberrofuran C (3) and kuwanon L (4) as PTP1B inhibitors, along with moracin O (5) and moracin P (6) [5].

References

Inhibitory effect of isoprenoid-substituted flavonoids isolated from Artocarpus heterophyllus on melanin biosynthesis. Arung, E.T., Shimizu, K., Kondo, R. Planta Med. (2006) [Pubmed]
Kuwanon G: an antibacterial agent from the root bark of Morus alba against oral pathogens. Park, K.M., You, J.S., Lee, H.Y., Baek, N.I., Hwang, J.K. Journal of ethnopharmacology. (2003) [Pubmed]
Effects of naturally occurring prenylated flavonoids on enzymes metabolizing arachidonic acid: cyclooxygenases and lipoxygenases. Chi, Y.S., Jong, H.G., Son, K.H., Chang, H.W., Kang, S.S., Kim, H.P. Biochem. Pharmacol. (2001) [Pubmed]
Non-peptide bombesin receptor antagonists, kuwanon G and H, isolated from mulberry. Mihara, S., Hara, M., Nakamura, M., Sakurawi, K., Tokura, K., Fujimoto, M., Fukai, T., Nomura, T. Biochem. Biophys. Res. Commun. (1995) [Pubmed]
Protein tyrosine phosphatase 1B inhibitors from Morus root bark. Cui, L., Na, M., Oh, H., Bae, E.Y., Jeong, D.G., Ryu, S.E., Kim, S., Kim, B.Y., Oh, W.K., Ahn, J.S. Bioorg. Med. Chem. Lett. (2006) [Pubmed]

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