Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for the ‘Cancer’ Category

Something to scratch your head about…

Posted by naturalproductman on March 25, 2015

Here’s a weird one from Joseph Ready’s lab at UT Southwestern. Nigricanoside was isolated and reported in JACS in 2007 and was reported to be very biologically active against human breast cancer MCF-7 cells with an IC50 of 3 nM. The research lab had synthesized the molecule and found no biological activity at all, but I looked for the data on biological activity in the supporting information and did not see anything with the biological testing data. Since the strong claim of the lack of activity would make the original isolation paper not as interesting (afterall, most people are mainly interested in the biological activity of natural products besides the exotic structures in the perspective of a synthetic chemist), it would probably have been good for the group to make that data available in their publication. But a counter argument is what is so exciting about negative data? The original isolation paper in JACS has an image on mitotic arrest of breast cancer cells (Figure 2). The biological testing is mentioned in the acknowledgments of the Chemical Science paper with the names of people from two schools.

Another example of this kind of difference in biological activity between a synthesized natural product vs. the original isolation report is with berkelic acid isolated by Andrea Stierle and co-workers from an abandoned copper mine. Barry Snider’s lab had synthesized this polyketide and found no biological activity – the biological data from the NCI screen panel was reported in the supporting information (pages 23-25 in SI) of the JOC paper (Snider group).

Chemical Science paper

Posted in Cancer, Total Synthesis | Leave a Comment »

Dicarabrones A and B

Posted by naturalproductman on March 21, 2015

Yang Ye and co-workers from the Chinese Academy of Sciences have reported in Organic Letters on isolation of dicarabrones A and B.

lactone

OL paper

Posted in Cancer, Lactones, Sesquiterpenes | Leave a Comment »

Monamphilectines B and C

Posted by naturalproductman on January 18, 2015

Abimael Rodriguez and co-workers from the University of Puerto Rico have reported in Tetrahedron on the isolation of monamphilectines B and C.

emphilectane

Tetrahedron paper

Posted in Alkaloids, Cancer | Leave a Comment »

Apoptolidins localize in mitochondria

Posted by naturalproductman on November 28, 2014

Gary Sulikowski and co-workers at Vanderbilt University have reported in ACIE on the use of some fluorescent probe versions of apoptolidin natural products and determined that the natural product localizes in the mitochondria of cancer cells.

mitochondria

ACIE paper

Posted in Cancer, Chemical Biology, lung, Polyketides | Leave a Comment »

Plakinamines N and O

Posted by naturalproductman on November 4, 2014

Kirk Gustafson and co-workers from the NCI have reported in JNP on the isolation of plakinamines N and O.
plakinamine

JNP paper

Posted in Alkaloids, Cancer, colon, Steroids | Leave a Comment »

Leiodermatolide synthesis

Posted by naturalproductman on October 28, 2014

Furstner and colleagues have reported in JACS on the synthesis of leiodermatolide.

leiodermatolide

JACS paper

Posted in Cancer, P-glycoprotein, Protein Targets, Total Synthesis | Leave a Comment »

PPARγ is the target of ainsliatrimer A

Posted by naturalproductman on October 4, 2014

Xiaoguang Lei and co-workers from NIBS have reported in ACIE on the target of ainsliatrimer A, which was determined to be PPARγ.

ainsliatrimer A

ACIE paper

Posted in Cancer, Chemical Biology | Leave a Comment »

Hyperuralones A and B

Posted by naturalproductman on September 8, 2014

Gang Xu and co-workers from the Chinese Academy of Sciences have reported in Organic Letters on the isolation of hyperuralones A and B, which had low micro molar IC50 activity against cancer cells.

cancer

OL paper

Posted in Cancer, Diels-Alder, Isoprenoids, Named Reactions | Leave a Comment »

Sinulariaoid A

Posted by naturalproductman on August 20, 2014

Cui-Xian Zhang and co-workers from Guangzhou University have reported in Tetrahedron on a poly-sulfur lactone compound.

sulfur

Tetrahedron paper

Posted in Apoptosis, Cancer, Lactones, Polythio Compounds | Leave a Comment »

Delta12-prostaglandin J3 synthesis

Posted by naturalproductman on August 18, 2014

Nicolaou and co-workers have reported in ACIE on the synthesis of delta12-prostaglandin J3.

prostaglandin J3

ACIE paper

Posted in Aldol, Cancer, leukemia, Methodology, Polyenes, Prostaglandins, Total Synthesis | Leave a Comment »

 
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