Synthetic Studies on the Kigamicins.

doi:10.1021/acs.orglett.9b00098

Paper

Synthetic Studies on the Kigamicins.

Published Feb 4, 2019 · Ai-Jun Ma, J. Ready

Organic letters

Q1 SJR score

5

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

The kigamicins are polycyclic aromatic natural products featuring a tetrahydroxanthone and up to four sugar residues. They are toxic to human cancer cells under nutrient-poor conditions. A synthesis of the natural product skeleton has been achieved from chiral pool materials. Key steps include a regioselective hydration of a diarylalkyne and two oxidative cyclizations.

Study Snapshot

The synthetic synthesis of kigamicins, a group of polycyclic aromatic natural products, shows potential for developing effective cancer treatments under nutrient-poor conditions.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Sign up to use Study Snapshot

Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.

Create an account

Paper

Synthetic Studies on the Kigamicins.

Sign up to use Study Snapshot

References

Convergent Synthesis of Kibdelone C.

This study successfully synthesized kibdelone C, a polycyclic natural xanthone from soil actinomycete, using a convergent approach, providing a new method for preparing derivatives and related natural products.

Gold(I)-Catalyzed Cyclization for the Synthesis of 8-Hydroxy-3- substituted Isocoumarins: Total Synthesis of Exserolide F.

Gold(I)-catalyzed 6-endo-dig cyclization enables the total synthesis of exserolide F, a natural product containing isocoumarin-containing polyols.

Synthesis and Biological Evaluation of Kibdelone C and Its Simplified Derivatives.

Kibdelone C and its simplified derivatives show low nanomolar cytotoxicity against human cancer cells, disrupting the actin cytoseketon without directly binding actin or affecting its polymerization.

Total Synthesis of the Aglycone of IB-00208.

The total synthesis of IB-00208 was achieved in 22 steps using a new approach towards polycyclic 1,4-dioxygenated xanthones from benzocyclobutenones, with potential for general application to angularly-fused benzocyclobutenones using

Dehydrogenative coupling to enable the enantioselective total synthesis of (-)-simaomicin α.

Simaomicin, a natural product, shows potential as a cytotoxic agent when combined with DNA-damaging agents, potentially offering a more effective treatment for cancer than single agents.

Citations

Chemistry and biosynthesis of bacterial polycyclic xanthone natural products.

Bacterial polycyclic xanthone natural products (BPXNPs) show potential for treating diseases due to their potent activities and diverse structures, and recent progress in biosynthesis and chemical synthesis strategies show promise for their further development.

Assembly of multicyclic isoquinoline scaffolds from pyridines: formal total synthesis of fredericamycin A

Our method efficiently accesses tricyclic isoquinolines, enabling the collective synthesis of a large set of natural products with interesting bioactivities.

Asymmetric Total Synthesis of the Complex Polycyclic Xanthone FD‐594

The study developed a scalable, asymmetric total synthesis of FD-594, a complex polycyclic xanthone natural product from Streptomyces sp. TA-0256, using a novel strategy.

Asymmetric Total Synthesis of FD-594.

This study developed a highly convergent approach to achieve the first asymmetric and scalable total synthesis of FD-594, a complex polycyclic xanthone natural product from Streptomyces sp. TA-0256, in 20 steps.