21621-94-3Relevant academic research and scientific papers
The synthesis and anticancer effects of a range of natural and unnatural hop β-acids on breast cancer cells
Tyrrell, Elizabeth,Archer, Roland,Tucknott, Matt,Colston, Kay,Pirianov, Grisha,Ramanthan, Dharahana,Dhillon, Rajdeep,Sinclair, Alex,Skinner
, p. 144 - 149 (2012)
The β-acids derived from hops (Humulus lupulus L.) are polyphenols classified as lupulones. As part of our on-going interest in the pharmacognosy of these natural products we were keen to investigate the anticancer activity of lupulone 1 as well as individual lupulone congeners. To achieve this we undertook the synthesis of natural as well as unnatural lupulone derivatives and evaluated them for their anticancer activity against the breast cancer cell lines MCF-7 and MDA-MB-231. The results of our investigations revealed that all of the novel unnatural lupulone derivatives that were synthesised were found to be more toxic to MDA-MB-231 cell lines at 72 h than the parent lupulone 1 itself (except for the α-substituent R1 was CH3). Further investigations confirmed that the novel lupulone derivatives were very efficient at killing cancer cells by apoptosis but appear to do so in a time-dependant process. This outcome may be of great significance as MDA-MB-231 cell lines are characterised by an aggressive phenotype with a propensity to invade other tissue, to form metastases as well as an ability to become insensitive to chemotherapeutic agents.
Biomimetic synthesis of polycyclic polyprenylated acylphloroglucinol natural products isolated from hypericum papuanum
George, Jonathan H.,Hesse, Micha D.,Baldwin, Jack E.,Adlington, Robert M.
supporting information; experimental part, p. 3532 - 3535 (2010/09/18)
(Equation Presented). Biomimetic syntheses of three polycylic polyprenylated acylphloroglucinol natural products isolated from Hypericum papuanum, ialibinone A, ialibinone B, and hyperguinone B, have been accomplished by selective oxidative cyclizations o
