Mallotumides A-C: Potent Cytotoxic Cycloheptapeptides from the Roots of Mallotus spodocarpus

Natthapat Sawektreeratana; Chongkon Krachangchaeng; Prapadsorn Pittayanurak; Nolan M Betterley; Arthit Chairoungdua; Anongnat Wongpan; Wittaya Panvongsa; Pattarapapa Janthakit; Phattananawee Nalaoh; Vinich Promarak; Narong Nuntasaen; Vichai Reutrakul; Chutima Kuhakarn; Sakchai Hongthong

doi:10.1021/acs.orglett.3c02641

Mallotumides A-C: Potent Cytotoxic Cycloheptapeptides from the Roots of Mallotus spodocarpus

Org Lett. 2023 Nov 24;25(46):8183-8187. doi: 10.1021/acs.orglett.3c02641. Epub 2023 Oct 30.

Authors

Natthapat Sawektreeratana, Chongkon Krachangchaeng, Prapadsorn Pittayanurak, Nolan M Betterley, Arthit Chairoungdua, Anongnat Wongpan, Wittaya Panvongsa¹, Pattarapapa Janthakit², Phattananawee Nalaoh³, Vinich Promarak², Narong Nuntasaen, Vichai Reutrakul, Chutima Kuhakarn, Sakchai Hongthong⁴

Affiliations

¹ Department of Tropical Nutrition and Food Science, Faculty of Tropical Medicine, Mahidol University, Ratchawithi Road, Bangkok 10400, Thailand.
² Department of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology, Rayong 21210, Thailand.
³ Department of Chemistry, University of Tennessee, Knoxville, Tennessee 37996, United States.
⁴ Division of Chemistry, Faculty of Science and Technology, Rajabhat Rajanagarindra University, Chachoengsao 24000, Thailand.

PMID: 37902783
DOI: 10.1021/acs.orglett.3c02641

Abstract

The structures of potent cytotoxic cycloheptapeptides, mallotumides A-C (1-3, respectively) isolated from the roots of Mallotus spodocarpus Airy Shaw, were elucidated by extensive spectroscopic analysis. The absolute configuration of 1 was determined by single-crystal X-ray crystallographic data. All three cycloheptapeptides exhibited potent cytotoxicity against various cancer cell lines with IC₅₀ values ranging from 0.60 to 4.02 nM.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents*
Cell Line, Tumor
Crystallography, X-Ray
Mallotus Plant* / chemistry
Molecular Structure
Peptides, Cyclic* / chemistry
Peptides, Cyclic* / pharmacology
Plant Roots / chemistry

Substances

Antineoplastic Agents
Peptides, Cyclic