3484-37-5

Usage

Uses

Used in Cancer Treatment:
Ovatodiolide is used as an anti-cancer agent for its inhibitory effects on the growth of various cancer cells. It has the potential to be developed into a novel cancer treatment, targeting a wide range of malignancies.
Used in Anti-Inflammatory Applications:
Ovatodiolide is used as an anti-inflammatory agent due to its ability to suppress the production of pro-inflammatory cytokines and reduce the expression of inflammatory enzymes. This makes it a potential therapeutic option for treating inflammatory conditions.
Used in Anti-Microbial Applications:
Ovatodiolide is used as a potential antibiotic candidate because of its anti-microbial properties. It shows promise in the development of new antibiotics to combat drug-resistant infections.

InChI:InChI=1/C20H24O4/c1-12-5-4-6-15-11-16(23-20(15)22)9-13(2)10-18-17(8-7-12)14(3)19(21)24-18/h5,10-11,16-18H,3-4,6-9H2,1-2H3/b12-5+,13-10+/t16-,17-,18+/m1/s1

Upstream product

• 73311-51-0 1-methoxy-3-methyl-1-trimethylsilyloxy-1,3-butadiene 
• 76915-33-8 (Z)-((1-methoxy-3-methylbuta-1,3-dien-1-yl)oxy)trimethylsilane 

Relevant academic research and scientific papers

Synthetic method of natural product Ovvvvdiolides (by machine translation)

The invention provides a synthesis method of natural product ent-ovatoatoatolide and isoovovovovatodiolide, and is characterized in that compound 7 is reacted with compound 6 through cross-linked allyl boron/internal esterification to obtain compound 17a

Ovatodiolides: Scalable Protection-Free Syntheses, Configuration Determination, and Biological Evaluation against Hepatic Cancer Stem Cells

A concise, scalable, six-step (longest linear sequence) synthetic route to ovatodiolide scaffolds was developed for the first time. This protecting-group-free route features tandem ring-opening metathesis/ring-closing metathesis reactions to install the macrocycle-fused butenolide ring and a tandem allylboration/lactonization to build the α-methylene-γ-lactone. Our syntheses have enabled the determination of the hitherto unknown stereochemical configurations of this family of natural products. Preliminary tests of structure–activity relationships were conducted with four natural ovatodiolides and three analogues. Further assays indicated that the synthetic natural product isoovatodiolide can significantly decrease the population of hepatic cancer stem cells and reduce the tumorsphere-forming capability of HepG2 cells.