UPLC-QTOFMS(E)-Guided Dereplication of the Endangered Chinese Species Garcinia paucinervis to Identify Additional Benzophenone Derivatives.
A number of Garcinia species accumulate benzophenone derivatives that may be useful for the treatment of breast cancer. The dereplication of new benzophenone derivatives from Garcinia species is challenging due to the occurrence of multiple isomers and the known compounds found in their extracts. In the current study, a strategy is described using the UPLC-QTOFMS(E) technique to identify tentatively the known and uncharacterized benzophenones of interest based upon the characteristic fragmentation ions. Several UPLC-QTOFMS peaks (a-ee) appeared to contain benzophenone derivatives, and 12 of these peaks contained compounds with MS ionization profiles not consistent with previously identified compounds from the seeds of Garcinia paucinervis, an endangered Chinese species. The targeted isolation of unidentified compounds of interest afforded five new benzophenones, paucinones E-I (1-5), which were determined by MS and NMR analysis and ECD spectroscopy. These compounds were evaluated for cytotoxicity against three breast cancer cell lines inclusive of MDA-MB-231, SKBR3, and MCF-7. These results indicate that the UPLC-QTOFMS(E)-guided isolation procedure is an efficient strategy for isolating new benzophenones from Garcinia species.
College of Life and Environmental Sciences, Minzu University of China , Beijing, 100081, People's Republic of China.
Ping
P
Li
Department of Biological Sciences, Lehman College, City University of New York , Bronx, New York 10468, United States.|Biochemistry, Biology, and Chemistry Ph.D. Programs, The Graduate Center, City University of New York , New York, New York 10016, United States.
Harini
H
Anandhi Senthilkumar
Facultad de Química, Universidad Nacional Autónoma de México , Ciudad de México, 04510 Mexico.
Mario
M
Figueroa
Department of Biological Sciences, Lehman College, City University of New York , Bronx, New York 10468, United States.
Shi-Biao
SB
Wu
Department of Biological Sciences, College of Staten Island , Staten Island, New York 10314, United States.|Biochemistry, Biology, and Chemistry Ph.D. Programs, The Graduate Center, City University of New York , New York, New York 10016, United States.
Jimmie E
JE
Fata
College of Life and Environmental Sciences, Minzu University of China , Beijing, 100081, People's Republic of China.|Department of Biological Sciences, Lehman College, City University of New York , Bronx, New York 10468, United States.|Biochemistry, Biology, and Chemistry Ph.D. Programs, The Graduate Center, City University of New York , New York, New York 10016, United States.
Edward J
EJ
Kennelly
College of Life and Environmental Sciences, Minzu University of China , Beijing, 100081, People's Republic of China.|Kunming Institute of Botany, Chinese Academy of Sciences , Kunming, 650201, People's Republic of China.
Chunlin
C
Long
D000465:Algorithms; D001577:Benzophenones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001943:Breast Neoplasms / Q000188:drug therapy; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D029760:Garcinia / Q000737:chemistry*; D006801:Humans; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012639:Seeds / Q000145:classification
D001577:Benzophenones; D004365:Drugs, Chinese Herbal