One New Veratramine-Type Alkaloid From <i>Veratrum maackii</i> var. <i>japonicum</i> and Antioxidative Activities of Isolated Compounds

Lee

Natural Product Communications

et al. 2022

Self Cite

A new butenolide derivative (1), along with three known compounds (2-4) were isolated from the MeOH extract of brown alga Sargassum micracanthum. The structures of 1 to 4 were determined by the analyses of 1D and 2D NMR and mass spectroscopic data. The known compounds (2-4) were identified as (5 E,10 Z)-6,10,14-trimethylpentadeca-5,10-dien-2,12-dione (2), (5 E,9 E)-6,10,14-trimethylpentadeca-5,9-dien-2,12-dione (3), and (-)-loliolide (4) by comparing with their published spectroscopic data. The antioxidant activities of compounds 1 to 4 were evaluated based on using 2,2′-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activities. Compounds 1 to 4 were inactive at the concentration of 200 μM.

Section: Resultsmentioning

confidence: 99%

A new Butenolide Derivative from the Brown Alga Sargassum micracanthum

Lee

Natural Product Communications

et al. 2022

Self Cite

Natural Product Communications

“…ACN in 0.1% formic acid (1 mL/min, 25 minutes). 36 Under the same conditions, the retention times of authentic samples were 18.95 minutes (D-glucose) and 20.93 minutes (L-glucose). The peak of 1 coincided with that of the derivative of authentic D-glucose (18.92 minutes).…”

Section: Methodsmentioning

confidence: 98%

Glycoside Compounds From Glycyrrhiza uralensis and Their Neuroprotective Activities

Wei

Zhang

et al. 2021

This paper concerns the study of the roots and rhizomes of Glycyrrhiza uralensis where one new alkaloid glycoside, 3,4-dihydroxyquinoline 4- O-β-d-glucopyranoside, along with 13 known compounds (12 phenolic glycosides and one triterpene glycoside) were isolated and identified. The structure of the new compound and the known ones were identified on the basis of nuclear magnetic resonance (NMR) and mass spectrometric (MS) analysis. All the glycosides were tested for their anti-neuroinflammatory activities by inhibiting nitric oxide (NO) release in lipopolysaccharide (LPS)-induced murine microglial BV-2 cells. Several compounds were tested for their antioxidant activities in rat adrenal pheochromocytoma PC12 cells. A structure–activity relationship (SAR) analysis was carried out and revealed that the position and amount of sugar moieties have significant impact on antioxidant activities.

“…Veratramine, epi-verazine and verazine extracted from V. nigrum illustrated melanogenesis inhibition in mouse melanoma (Li et al, 2012) and from V. maackii var. japonicum evaluated for antioxidant activity (Kim et al, 2020). Veratroylgermine, germanitrine, stenophylline, germidine, Verdine, verabenzoamine, 3-veratroyl-15methylbutyrylgermine alkaloids were also reported for their extractions from rhizomes of V. nigrum (Kupchan and Afonso, 1959;Li et al, 2012;Chandler and McDougal, 2014b;.…”

Section: Figurementioning

confidence: 99%

Transcriptome and metabolome profiling of the medicinal plant Veratrum mengtzeanum reveal key components of the alkaloid biosynthesis

Han

et al. 2023

Front. Genet.

Veratrum mengtzeanum is the main ingredient for Chinese folk medicine known as “Pimacao” due to its unique alkaloids. A diverse class of plant-specific metabolites having key pharmacological activities. There are limited studies on alkaloid synthesis and its metabolic pathways in plants. To elucidate the alkaloid pathway and identify novel biosynthetic enzymes and compounds in V. mengtzeanum, transcriptome and metabolome profiling has been conducted in leaves and roots. The transcriptome of V. mengtzeanum leaves and roots yielded 190,161 unigenes, of which 33,942 genes expressed differentially (DEGs) in both tissues. Three enriched regulatory pathways (isoquinoline alkaloid biosynthesis, indole alkaloid biosynthesis and tropane, piperidine and pyridine alkaloid biosynthesis) and a considerable number of genes such as AED3-like, A4U43, 21 kDa protein-like, 3-O-glycotransferase 2-like, AtDIR19, MST4, CASP-like protein 1D1 were discovered in association with the biosynthesis of alkaloids in leaves and roots. Some transcription factor families, i.e., AP2/ERF, GRAS, NAC, bHLH, MYB-related, C3H, FARI, WRKY, HB-HD-ZIP, C2H2, and bZIP were also found to have a prominent role in regulating the synthesis of alkaloids and steroidal alkaloids in the leaves and roots of V. mengtzeanum. The metabolome analysis revealed 74 significantly accumulated metabolites, with 55 differentially accumulated in leaves compared to root tissues. Out of 74 metabolites, 18 alkaloids were highly accumulated in the roots. A novel alkaloid compound viz; 3-Vanilloylygadenine was discovered in root samples. Conjoint analysis of transcriptome and metabolome studies has also highlighted potential genes involved in regulation and transport of alkaloid compounds. Here, we have presented a comprehensive metabolic and transcriptome profiling of V. mengtzeanum tissues. In earlier reports, only the roots were reported as a rich source of alkaloid biosynthesis, but the current findings revealed both leaves and roots as significant manufacturing factories for alkaloid biosynthesis.