Presentation Title

Total Synthesis of Oncotemonols

Start Date

November 2016

End Date

November 2016

Location

HUB 302-#143

Type of Presentation

Poster

Abstract

We aim to synthesize a family of bis-5- alkylresorcinols known as Oncostemonols using two powerful transition metal-catalyzed cross couplings. Oncostemonols, are limited in abundance because of their inaccessibility in nature. They are originally extracted from Oncostemon bojerianum, a plant native to the Madagascar rainforest. This family of natural products is of value to the scientific community, as several derivatives have demonstrated cytotoxicity towards the A2780 human ovarian cancer cell line. However, because of the restricted availability of oncostemonols, it has been difficult to further study this family of compounds for biomedical application. Our route is focused around a Palladium-catalyzed cross coupling and Z-selective olefin metathesis to rapidly assemble the bis-5-alkylresorcinol structures. In our current efforts, we have succesfully synthesized four out of the twelve derivatives.

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Total Synthesis of Oncotemonols

HUB 302-#143

We aim to synthesize a family of bis-5- alkylresorcinols known as Oncostemonols using two powerful transition metal-catalyzed cross couplings. Oncostemonols, are limited in abundance because of their inaccessibility in nature. They are originally extracted from Oncostemon bojerianum, a plant native to the Madagascar rainforest. This family of natural products is of value to the scientific community, as several derivatives have demonstrated cytotoxicity towards the A2780 human ovarian cancer cell line. However, because of the restricted availability of oncostemonols, it has been difficult to further study this family of compounds for biomedical application. Our route is focused around a Palladium-catalyzed cross coupling and Z-selective olefin metathesis to rapidly assemble the bis-5-alkylresorcinol structures. In our current efforts, we have succesfully synthesized four out of the twelve derivatives.