7639-27-2Relevant academic research and scientific papers
The Chemical Basis of Fungal Bioluminescence
Purtov, Konstantin V.,Petushkov, Valentin N.,Baranov, Mikhail S.,Mineev, Konstantin S.,Rodionova, Natalja S.,Kaskova, Zinaida M.,Tsarkova, Aleksandra S.,Petunin, Alexei I.,Bondar, Vladimir S.,Rodicheva, Emma K.,Medvedeva, Svetlana E.,Oba, Yuichi,Oba, Yumiko,Arseniev, Alexander S.,Lukyanov, Sergey,Gitelson, Josef I.,Yampolsky, Ilia V.
, p. 8124 - 8128 (2015/07/07)
Many species of fungi naturally produce light, a phenomenon known as bioluminescence, however, the fungal substrates used in the chemical reactions that produce light have not been reported. We identified the fungal compound luciferin 3-hydroxyhispidin, which is biosynthesized by oxidation of the precursor hispidin, a known fungal and plant secondary metabolite. The fungal luciferin does not share structural similarity with the other eight known luciferins. Furthermore, it was shown that 3-hydroxyhispidin leads to bioluminescence in extracts from four diverse genera of luminous fungi, thus suggesting a common biochemical mechanism for fungal bioluminescence.
Heck-matsuda arylation as a strategy to access kavalactones isolated from polygala sabulosa, piper methysticum, and analogues
Soldi, Cristian,Moro, Angelica V.,Pizzolatti, Moacir G.,Correia, Carlos R. D.
, p. 3607 - 3616 (2012/07/31)
Herein, we describe the total syntheses of three bioactive pyrones isolated from Polygala sabulosa (i.e., 1, 4, and 7) and eight isolated from Piper methysticum (i.e., 8-10, 13, 15, and 18-20) using the Heck-Matsuda arylation as the key strategy. The evaluation of this methodology by employing different arenediazonium tetrafluoroborates revealed that the Heck arylation was more efficient when the olefin undergoing arylation possessed the vinyl-2-pyrone structural unit instead of the vinyl dihydro-2-pyrone moiety. The Heck-Matsuda arylation of many of the examined olefins proceeded in a practical manner with total regio- and stereocontrol.
