PMID- 38138514 OWN - NLM STAT- MEDLINE DCOM- 20231225 LR - 20240102 IS - 1420-3049 (Electronic) IS - 1420-3049 (Linking) VI - 28 IP - 24 DP - 2023 Dec 9 TI - Identification of a beta-Carboline Alkaloid from Chemoselectively Derived Vanilla Bean Extract and Its Prevention of Lipid Droplet Accumulation in Human Hepatocytes (HepG2). LID - 10.3390/molecules28248024 [doi] LID - 8024 AB - Targeting bioactive compounds to prevent lipid droplet accumulation in the liver, we explored an antioxidative extract from vanilla bean (Vainilla planifolia) after chemo-selective derivatization through heating and acid modification. The chemical analysis of vanilla bean extract through chemoselective derivatization resulted in the identification of sixteen compounds (34-50) using LC-MS/MS analysis. A beta-carboline alkaloid with a piperidine C-ring and a vanillin moiety at C-1 (34) was identified by molecular networking and diagnostic fragmentation filtering approaches. beta-carboline alkaloid 34 exhibited significant inhibitory activity of lipid droplet accumulation (LDAI) in oleic acid-loaded hepatocellular carcinoma HepG2 cells. The LDAI activity was associated with both activation of lipolysis and suppression of lipogenesis in the cells. The study indicates that crude plant extracts, following chemoselective derivatization, may contain bioactive compounds that could be beneficial in preventing hepatosteatosis and could serve as a source of lead compounds for drug development. This approach may be useful to investigate other mixtures of natural products and food resources. FAU - Dibwe, Dya Fita AU - Dibwe DF AUID- ORCID: 0000-0003-3433-3834 AD - Faculty of Health Sciences, Hokkaido University, Kita-12, Nishi-5, Kita-Ku, Sapporo 060-0812, Japan. FAU - Takeishi, Nire AU - Takeishi N AD - Graduate School of Health Sciences, Hokkaido University, Kita-12, Nishi-5, Kita-Ku, Sapporo 060-0812, Japan. FAU - Oba, Saki AU - Oba S AD - Graduate School of Health Sciences, Hokkaido University, Kita-12, Nishi-5, Kita-Ku, Sapporo 060-0812, Japan. FAU - Sakurai, Akiko AU - Sakurai A AD - Graduate School of Health Sciences, Hokkaido University, Kita-12, Nishi-5, Kita-Ku, Sapporo 060-0812, Japan. FAU - Sakurai, Toshihiro AU - Sakurai T AUID- ORCID: 0000-0003-1759-3802 AD - Faculty of Health Sciences, Hokkaido University, Kita-12, Nishi-5, Kita-Ku, Sapporo 060-0812, Japan. FAU - Tsukui, Takayuki AU - Tsukui T AUID- ORCID: 0000-0002-9150-5199 AD - Department of Nutrition, Sapporo University of Health Sciences, Nakanuma Nishi-4-3-1-15, Higashi-Ku, Sapporo 007-0894, Japan. FAU - Chiba, Hitoshi AU - Chiba H AUID- ORCID: 0000-0003-4640-7730 AD - Department of Nutrition, Sapporo University of Health Sciences, Nakanuma Nishi-4-3-1-15, Higashi-Ku, Sapporo 007-0894, Japan. FAU - Hui, Shu-Ping AU - Hui SP AUID- ORCID: 0000-0001-9973-6461 AD - Faculty of Health Sciences, Hokkaido University, Kita-12, Nishi-5, Kita-Ku, Sapporo 060-0812, Japan. LA - eng PT - Journal Article DEP - 20231209 PL - Switzerland TA - Molecules JT - Molecules (Basel, Switzerland) JID - 100964009 RN - 0 (Alkaloids) RN - 0 (Plant Extracts) RN - 0 (Carbolines) SB - IM MH - Humans MH - *Vanilla/chemistry MH - Chromatography, Liquid MH - Lipid Droplets MH - Tandem Mass Spectrometry MH - *Alkaloids/pharmacology MH - Plant Extracts/pharmacology/chemistry MH - Hep G2 Cells MH - Carbolines/pharmacology PMC - PMC10745329 OTO - NOTNLM OT - Orbitrap LC/MS OT - bean extracts OT - bioactive alkaloids OT - functional foods OT - lipid droplet accumulation inhibition OT - lipidomics OT - neutral lipids OT - triacylglycerols COIS- The authors declare no conflict of interest. EDAT- 2023/12/23 12:43 MHDA- 2023/12/25 06:43 PMCR- 2023/12/09 CRDT- 2023/12/23 01:16 PHST- 2023/09/12 00:00 [received] PHST- 2023/12/02 00:00 [revised] PHST- 2023/12/03 00:00 [accepted] PHST- 2023/12/25 06:43 [medline] PHST- 2023/12/23 12:43 [pubmed] PHST- 2023/12/23 01:16 [entrez] PHST- 2023/12/09 00:00 [pmc-release] AID - molecules28248024 [pii] AID - molecules-28-08024 [pii] AID - 10.3390/molecules28248024 [doi] PST - epublish SO - Molecules. 2023 Dec 9;28(24):8024. doi: 10.3390/molecules28248024.