title: Synthesis of Succinimide-Containing Chromones, Naphthoquinones, and Xanthones under Rh(III) Catalysis: Evaluation of Anticancer Activity.
abstract: The weakly coordinating ketone group directed C-H functionalizations of chromones, 1,4-naphthoquinones, and xanthones with various maleimides under rhodium(III) catalysis are described. These protocols efficiently provide a range of succinimide-containing chromones, naphthoquinones, and xanthones with excellent site selectivity and functional group compatibility. All synthetic compounds were screened for in vitro anticancer activity against human breast adenocarcinoma cell lines (MCF-7). In particular, compounds 7aa and 7ca with a naphthoquinone scaffold were found to be highly cytotoxic, with an activity competitive with anticancer agent doxorubicin.
authors.affiliation: School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
authors.forename: Sang Hoon
authors.initials: SH
authors.lastname: Han
authors.affiliation: School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
authors.forename: Saegun
authors.initials: S
authors.lastname: Kim
authors.affiliation: School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
authors.forename: Umasankar
authors.initials: U
authors.lastname: De
authors.affiliation: School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
authors.forename: Neeraj Kumar
authors.initials: NK
authors.lastname: Mishra
authors.affiliation: School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
authors.forename: Jihye
authors.initials: J
authors.lastname: Park
authors.affiliation: School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
authors.forename: Satyasheel
authors.initials: S
authors.lastname: Sharma
authors.affiliation: School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
authors.forename: Jong Hwan
authors.identifier: 0000-0002-3731-9539
authors.initials: JH
authors.lastname: Kwak
authors.affiliation: School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
authors.forename: Sangil
authors.initials: S
authors.lastname: Han
authors.affiliation: School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
authors.forename: Hyung Sik
authors.initials: HS
authors.lastname: Kim
authors.affiliation: School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
authors.forename: In Su
authors.identifier: 0000-0002-2665-9431
authors.initials: IS
authors.lastname: Kim
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D002384:Catalysis; D049109:Cell Proliferation / Q000187:drug effects; D002867:Chromones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D061986:MCF-7 Cells; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D066244:Proton Magnetic Resonance Spectroscopy; D017382:Reactive Oxygen Species / Q000378:metabolism; D012238:Rhodium / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D013388:Succinimides / Q000032:analysis*; D044004:Xanthones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D002867:Chromones; D009285:Naphthoquinones; D017382:Reactive Oxygen Species; D013388:Succinimides; D044004:Xanthones; C032620:succinimide; D012238:Rhodium