Pilot in Vivo Structure-Activity Relationship of Dihydromethysticin in Blocking 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone-Induced O6-Methylguanine and Lung Tumor in A/J Mice

Manohar Puppala; Sreekanth C. Narayanapillai; Pablo Leitzman; Haifeng Sun; Pramod Upadhyaya; M. Gerard O'Sullivan; Stephen S. Hecht; Chengguo Xing

doi:10.1021/acs.jmedchem.7b00921

Pilot in Vivo Structure-Activity Relationship of Dihydromethysticin in Blocking 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone-Induced O⁶-Methylguanine and Lung Tumor in A/J Mice

Manohar Puppala, Sreekanth C. Narayanapillai, Pablo Leitzman, Haifeng Sun, Pramod Upadhyaya, M. Gerard O'Sullivan, Stephen S. Hecht, Chengguo Xing

Research output: Contribution to journal › Article › peer-review

17 Scopus citations

Abstract

(+)-Dihydromethysticin was recently identified as a promising lung cancer chemopreventive agent, while (+)-dihydrokavain was completely ineffective. A pilot in vivo structure-activity relationship (SAR) was explored, evaluating the efficacy of its analogs in blocking 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced short-term O⁶-methylguanine and long-term adenoma formation in the lung tissues in A/J mice. Both results revealed cohesive SARs, demonstrating that the methylenedioxy functional group in DHM is essential while the lactone functional group tolerates modifications.

Original language	English (US)
Pages (from-to)	7935-7940
Number of pages	6
Journal	Journal of medicinal chemistry
Volume	60
Issue number	18
DOIs	https://doi.org/10.1021/acs.jmedchem.7b00921
State	Published - Sep 28 2017

Bibliographical note

Publisher Copyright:
© 2017 American Chemical Society.

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10.1021/acs.jmedchem.7b00921

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5729742

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Puppala, M., Narayanapillai, S. C., Leitzman, P., Sun, H., Upadhyaya, P., O'Sullivan, M. G., Hecht, S. S., & Xing, C. (2017). Pilot in Vivo Structure-Activity Relationship of Dihydromethysticin in Blocking 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone-Induced O⁶-Methylguanine and Lung Tumor in A/J Mice. Journal of medicinal chemistry, 60(18), 7935-7940. https://doi.org/10.1021/acs.jmedchem.7b00921

Pilot in Vivo Structure-Activity Relationship of Dihydromethysticin in Blocking 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone-Induced O⁶-Methylguanine and Lung Tumor in A/J Mice. / Puppala, Manohar; Narayanapillai, Sreekanth C.; Leitzman, Pablo et al.
In: Journal of medicinal chemistry, Vol. 60, No. 18, 28.09.2017, p. 7935-7940.

Research output: Contribution to journal › Article › peer-review

Puppala, M, Narayanapillai, SC, Leitzman, P, Sun, H, Upadhyaya, P, O'Sullivan, MG, Hecht, SS & Xing, C 2017, 'Pilot in Vivo Structure-Activity Relationship of Dihydromethysticin in Blocking 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone-Induced O⁶-Methylguanine and Lung Tumor in A/J Mice', Journal of medicinal chemistry, vol. 60, no. 18, pp. 7935-7940. https://doi.org/10.1021/acs.jmedchem.7b00921

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