Three rare nor-sesquiterpenoids with lipid-lowering activity from Belamcanda chinensis

Literature Information

Publication Date 2023-11-24
DOI 10.1039/D3OB01724A
Impact Factor 3.876
Authors


View Original

Abstract

Belchinoids A–C (1–3), three unusual nor-sesquiterpenoids, along with a new isoflavone (4), were isolated from the roots of Belamcanda chinensis, a traditional Chinese medicine. To the best of our knowledge, compound 1 represents the first C13 nor-sesquiterpenoid with a five membered carbon ring. Compounds 2 and 3 are rare C14 chained nor-sesquiterpenoids. Their structures were fully characterized based on extensive spectroscopic data and quantum chemistry calculation. Three compounds (1, 2, and 4) showed potent inhibitory effects on lipid accumulation in an oleic acid-treated HepG2 cell model. In particular, compound 2 exhibited the most potent inhibitory effect on triglyceride accumulation at a low concentration of 2.5 μM, better than the positive control atorvastatin. The plausible biosynthetic pathway of the three nor-sesquiterpenoids (1–3) is also proposed.

Related Literature

Bioactive polycyclic polyprenylated acylphloroglucinols from Hypericum perforatum

Yi Guo, Na Zhang, Weiguang Sun, Xueyan Duan, Qing Zhang, Qun Zhou, Chunmei Chen, Hucheng Zhu, Zengwei Luo, Junjun Liu, Xiao-Nian Li, Yongbo Xue, Yonghui Zhang

2018-10-08 Paper

DOI: 10.1039/C8OB02067A

The reactions of cytidine and 2′-deoxycytidine with SO4˙− revisited. Pulse radiolysis and product studies

Charuvila T. Aravindakumar, Man Nien Schuchmann, Balijepalli S. M. Rao, Justus von Sonntag

2002-12-09 Paper

DOI: 10.1039/B209626A

A tetraphenylmethane based dendritic tolan–anthracene dyad: synthesis and energy transfer properties

Saumitra Sengupta, Pradipta Purkayastha

2002-12-09 Paper

DOI: 10.1039/B209186K

Biomimetic synthesis of the bisindole framework present in sciodole, an alkaloid from Tricholoma sciodes

Joshua A. Homer, Jonathan Sperry

2018-09-14 Communication

DOI: 10.1039/C8OB02142B

The selective functionalisation and difunctionalisation of p-substituted calix[6]arene and calix[8]arenes using hydrophilic moieties

Gwénaëlle Hervé, Dirk Uwe Hahn, Anne-Cécile Hervé, Kerry J. Goodworth, Alison M. Hill, Helen C. Hailes

2002-12-19 Paper

DOI: 10.1039/B208649M

Development of β-keto 1,3-dithianes as versatile intermediates for organic synthesis

Matthew J. Gaunt, Helen F. Sneddon, Peter R. Hewitt, Paolo Orsini, David F. Hook, Steven V. Ley.

2002-12-03 Communication

DOI: 10.1039/B208982C

Enhanced π⋯π interactions in α,β-unsaturated carbonyls

Lisa D. Harris, James A. Platts, Nicholas C. O. Tomkinson

2003-01-10 Communication

DOI: 10.1039/B210497K

Synthesis of benzimidazoles by CuI-catalyzed three-component reaction of 2-haloaniline, ammonia and aldehyde in water

Fang Ke, Peng Zhang, Chen Lin, Xiaoyan Lin, Jianhua Xu, Xiangge Zhou

2018-10-10 Paper

DOI: 10.1039/C8OB02172D

Transition metal free decarboxylative fluoroalkylation of N-acrylamides with 3,3,3-trifluoro-2,2-dimethylpropanoic acid (TFDMPA)

Yingkun Shi, Hongqing Xiao, Xiu-Hua Xu, Yangen Huang

2018-10-22 Communication

DOI: 10.1039/C8OB02457J

You might also like

Compound Q&A

How should 2-Methylbenzene-1,4-diamine dihydrochloride (CAS: 615-45-2) be stored?

2-Methylbenzene-1,4-diamine dihydrochloride (CAS: 615-45-2) should be stored in ...

615-45-22-Methylbenzene-1,4-...
Compound Q&A

Is (1S,4S)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide (CAS: 132747-20-7) safe?

(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide is generally considered sa...

132747-20-7(1S,4S)-2,5-Diazabic...
Compound Q&A

What industries use (6-Chloropyridazin-3-YL)methanamine (CAS: 871826-15-2)?

(6-Chloropyridazin-3-YL)methanamine finds applications in the pharmaceutical ind...

871826-15-2(6-Chloropyridazin-3...
Compound Q&A

What are the main uses of 2-Fluoro-3-methylphenol (CAS: 77772-72-6)?

2-Fluoro-3-methylphenol is primarily used in the synthesis of pharmaceuticals, p...

77772-72-62-Fluoro-3-methylphe...
Compound Q&A

What precautions should be taken when handling 3-Methoxy-4-nitrobenzonitrile (CAS: 177476-75-4)?

When handling 3-Methoxy-4-nitrobenzonitrile, it is important to wear appropriate...

177476-75-43-Methoxy-4-nitroben...
Compound Q&A

What precautions should be taken when handling 1,3-Oxazolo[4,5-b]pyridine-2(3H)-thione (CAS: 211949-57-4)?

When handling 1,3-Oxazolo[4,5-b]pyridine-2(3H)-thione (CAS: 211949-57-4), it is ...

211949-57-4[1,3]Oxazolo[4,5-b]p...
Compound Q&A

What regulatory guidelines apply to 4-Ethynylbenzamide (CAS: 90347-86-7)?

4-Ethynylbenzamide (CAS: 90347-86-7) falls under various regulatory guidelines i...

90347-86-74-Ethynylbenzamide
Compound Q&A

What are the main uses of 3-(2-Ethylphenyl)-2-thioxo-4-imidazolidinone (CAS: 186822-57-1)?

3-(2-Ethylphenyl)-2-thioxo-4-imidazolidinone is primarily used as an intermediat...

186822-57-13-(2-Ethylphenyl)-2-...
Compound Q&A

What is (2-Fluoro-6-methoxyphenyl)acetic acid (CAS: 500912-19-6)?

(2-Fluoro-6-methoxyphenyl)acetic acid, also known as 4-fluoro-3-methoxybenzoic a...

500912-19-6(2-Fluoro-6-methoxyp...
Compound Q&A

What is the market or research trend for 2-[4-(Hydroxymethyl)phenoxy]ethanol (CAS: 102196-18-9)?

Market trends for 2-[4-(Hydroxymethyl)phenoxy]ethanol (CAS: 102196-18-9) indicat...

102196-18-92-[4-(Hydroxymethyl)...

Source Journal

Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
Articles per Year: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.