53011-72-6Relevant articles and documents
C-7 oxygenated coumarins from the fruits of micromelum minutum
Lekphrom, Ratsami,Kanokmedhakul, Somdej,Kukongviriyapan, Veerapol,Kanokmedhakul, Kwanjai
, p. 527 - 531 (2011)
A new 7-oxygenated coumarin, 7-demethylmurralonginol isovalerate (1), and a new natural product, murralonginol (2), together with seven known 7-oxygenated coumarins, murralonginol isovalerate (3), murralongin (4), micromelin (5), scopoletin (6), microminutin (7), murrangatin (8), and minumicrolin (9), were isolated from the fruits of Micromelum minutum. The structures of these compounds were established on the basis of their 1D and 2D NMR spectroscopic data. Among these isolates, compounds 2 and 4 - 9 exhibited cytotoxicity against cholangiocarcinoma cell line, KKU-100.
New Constituents and Biological Activity of the Roots of Murraya koenigii
Srivastava, Santosh K.,Srivastava, Savitri D.
, p. 655 - 660 (2007/10/02)
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Studies on Rutaceae: Part VI - Reacrtions and Rearrangements of Coumarins
Banerji, J.,Dhara, K. P.,Das, B.,Das, A. K.,Chatterjee, A.
, p. 21 - 25 (2007/10/02)
Interesting reactions and rearrangements of isoprenoid systems have been observed in naturally occuring compounds like 6-(3',4'-epoxy-3'-methyl-γ-butyrolactonyl)-7-methoxycoumarin (micromelumin) (1), 7-methoxy-8-(1',2'-epoxy-3'-methylbut-3'-enyl)coumarin (phebalosin) (2), 7-methoxy-8-(2'-hydroxy-3'-methylbut-3'-enyl)coumarin (auraptenol) (3) and 7-methoxy-8-(3'-methylbut-2'-enyl)coumarin (osthol) (4).These reactions/rearrangements have led to the synthesis of coumarins already isolated from nature.Micromelumin (1) with pyridinium chloride affords the naturally occuring angelical (5), 6-(3'-methyl-3'-chloro-4'-hydroxy-γ-butyrolactonyl)- 7-methoxycoumarin (6b), 7-methoxycoumarinyl-6-tetronic acid derivative (7) and 6-(1'-carboxy-2'-methyl-3',4'-dihydroxybutenyl)-7-methoxycoumarin (8).Phebalosin (2) has been used for the hemisynthesis of the two naturally occuring diastereoisomeric coumarins minumicrolin (9) and murrangatin (10).Osthol (4) and auraptenol (3) have been used for the synthesis of the naturally occuring arnottinin (14)