Isolation and structure elucidation of constituents of Citrus limon, Isodon japonicus, and Lansium domesticum as the cancer prevention agents

Abstract

In the course of our research to investigate the cancer prevention potency of natural products derived from plant materials, we isolated fifty-five compounds, including twenty-one new compounds from the peels of Citrus limon, aerial parts of Isodon japonicus, and leaves of Lansium domesticum. The chemical structures of the isolated compounds were elucidated by chemical/physicochemical evidence, and nuclear magnetic resonance spectroscopy and mass spectrometry results. Moreover, the absolute stereochemistry of the new compounds were elucidated by various techniques such as chemical synthesis, modified Mosher's method, Cu-Kα X-ray crystallographic analysis, and comparison of experimental and predicted electronic circular dichroism data. The antimutagenic effects of the isolated and structure-elucidated compounds against heterocyclic amines, 3-amino-1,4-dimethyl-5H-pyrido [4,3b]indole (Trp-P-1) and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), were evaluated by the Ames test and in vivo micronucleus test. In this review, we present the comprehensive results of the antimutagenic effects of the isolated natural products.

Diseases Severity, Genetic Variation, and Pathogenicity of Ceratocystis Wilt on Lansium domesticum in South Sumatra, Indonesia

“…Additionally, the fruit has high economic value because the selling price is quite expensive and it is liked by the public for its fresh sweet, and very delicious taste. Also, it has other benefits, which include being an ingredient in cancer prevention ( Matsumoto and Watanabe, 2020 ; Tilaar et al, 2008 ) with the discovery of new compounds in the peel, namely 3-hydroxy-8,14-secogammacera-7, and 14-dien-21-one that exhibits cytotoxic activity that attenuates the MCF-7 breast cancer cell line ( Zulfikar et al, 2020 ). L. domesticum Corr.…”

New Compounds from Plants: A Perspective View

“…Four new prenylated phloroglucinol isolated from the specie Hypericum erectum Thunb. have potential to increase the effects of various anticancer drugs [28]. 6 The study carried out using the extract of Hypericum longistylum Oliv.…”

Comparative proteomics reveals anticancer compounds from Lansium domesticum against NSCLC cells target mitochondrial processes

“…5 The leaf, in particular, contains onoceranoid-type triterpenoids that have anticancer bioactivities such as inhibition of matrix metalloproteinase-2 and antiproliferative activity against human mouth epidermal carcinoma cell line, 4 cytotoxic activity, and antimutagenic activity against Trp-P-1 and PhIP using Salmonella Typhimurium strain. 6 Using liquid chromatography-tandem mass spectrometry (LC-MS/MS) metabolomics, we have previously shown that the L. domesticum hexane, ethyl acetate, and methanol extracts contain phytochemicals that are cytotoxic against A549 lung cancer cells. 7 There is, thus, a promising potential for the medicinal use of lanzones.…”

“…Its fruit extract was shown to exhibit apoptosis in human mouth epidermal carcinoma and human colorectal adenocarcinoma cell lines, 3,4 while its fruit peel extract exhibited cytotoxic activity against the epithelial breast cancer cell line 5 . The leaf, in particular, contains onoceranoid‐type triterpenoids that have anticancer bioactivities such as inhibition of matrix metalloproteinase‐2 and antiproliferative activity against human mouth epidermal carcinoma cell line, 4 cytotoxic activity, and antimutagenic activity against Trp‐P‐1 and PhIP using Salmonella Typhimurium strain 6 . Using liquid chromatography‐tandem mass spectrometry (LC‐MS/MS) metabolomics, we have previously shown that the L. domesticum hexane, ethyl acetate, and methanol extracts contain phytochemicals that are cytotoxic against A549 lung cancer cells 7…”