MICROWAVE SYNTHESIS OF FAC-TRICARBONYL (PENTYLCARBONATO) (α- DIIMINE) RHENIUM COMPLEXES
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1
Morgan State University, United States
Cancer’s prevalence in society warrants an immediate need for a cure. Based on data provided by the American Cancer Society, breast cancer is the most frequently diagnosed cancer, thus it poses a serious threat to humanity. Tamoxifen, an antiestrogen drug, has been proven effective against hormone receptor positive breast cancers. However, it often causes endometrial cancer and tumor resistance after extended use. Other studies have demonstrated the anticancer activity of ferrocifens (tamoxifen analogues) against hormone- dependent MCF-7 and hormone-independent MDA-MB-231 breast cancer cells. A drawback of these ferrocifen compounds is the possibility of developing liver damage due to iron overload. Some rhenium- based compounds have been proven to be less toxic towards normal cells. Previous studies in our lab have shown that after synthesis, there is a significant amount of anticancer activity from the novel rhenium complexes of the type XRe(CO) [X = α -diimines and Z = tosylate, 1-naphthalenesulfonate and 2- naphthalenesulfonate] against MCF-7 and MDA-MB-231 breast cancer cells. In this study, we are exploring the optimization of the first step of this synthesis using microwave assisted organic synthesis. This step involves treating dirhenium decacarbonyl with the corresponding α-diimine in the presence of 1-pentanol and CO2 gas to give a pentylcarbonato (PC) complex. Three PC derivatives (PC2, PC4 and PC5) were synthesized with 86%, 65% and 84% yields. In comparison to conventional methods, the reaction times for PC2, PC4 and PC5 were reduced from 12 hrs. to 1.5 hrs., 24 hrs. to 2.25 hrs and 24 hrs to 2 hrs. Further studies on other PC derivatives are ongoing.
Keywords:
Organorhenium complexes,
pentylcarbonato complexes,
Dirhenium decacarbonyl,
microwave synthesis,
anticancer drugs
Conference:
National Organization for the Professional Advancement of Black Chemists and Chemical Engineers (NOBCChE) 45th Annual Conference , Orlando, Florida, United States, 17 Sep - 20 Sep, 2018.
Presentation Type:
Poster Presentation
Topic:
Organic Chemistry
Citation:
Culmer-Gilbert
A,
Winstead
A and
Mandal
S
(2019). MICROWAVE SYNTHESIS OF FAC-TRICARBONYL (PENTYLCARBONATO) (α- DIIMINE) RHENIUM COMPLEXES.
Front. Chem.
Conference Abstract:
National Organization for the Professional Advancement of Black Chemists and Chemical Engineers (NOBCChE) 45th Annual Conference .
doi: 10.3389/conf.fchem.2018.01.00009
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Received:
29 Sep 2018;
Published Online:
17 Jan 2019.
*
Correspondence:
Ms. Ayanna Culmer-Gilbert, Morgan State University, Baltimore, United States, aycul1@morgan.edu
Dr. Angela Winstead, Morgan State University, Baltimore, United States, angela.winstead@morgan.edu
Dr. Santosh Mandal, Morgan State University, Baltimore, United States, santosh.mandal@morgan.edu