24953-77-3Relevant academic research and scientific papers
Concise Chemoenzymatic Synthesis of Fasamycin A
Li, Jian,Renata, Hans
, p. 11206 - 11211 (2021)
We report the development of a chemoenzymatic approach toward fasamycin A, a halogenated naphthacenoid that exhibits activities against methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecalis. The synthesis was accomplished in a convergent manner: two fragments were combined together in a Sammes annulation to afford a dimethylnaphthacenone system. Finally, an enzymatic halogenation was employed to introduce the requisite chlorine substituent of the natural product at a late stage.
New Aromatic Compounds from the Fruiting Body of Sparassis crispa (Wulf.) and Their Inhibitory Activities on Proprotein Convertase Subtilisin/Kexin Type 9 mRNA Expression
Bang, Sunghee,Chae, Hee-Sung,Lee, Changyeol,Choi, Hyun Gyu,Ryu, Jiyoung,Li, Wei,Lee, Hanna,Jeong, Gil-Saeng,Chin, Young-Won,Shim, Sang Hee
, p. 6152 - 6157 (2017)
Successive chromatography of EtOAc-soluble extracts of the fruiting body of Sparassis crispa (Wulf.) resulted in isolation of four new aromatic compounds, sparoside A (1) and sparalides A-C (3-5), two new naturally occurring compounds, 2 and 6, and eight known compounds, 7-14. The chemical structures were determined by interpretation of nuclear magnetic resonance and mass spectrometry spectroscopic data. Extract, solvent-soluble fractions of the extract, and all of the pure compounds isolated from the fractions were subjected to the mRNA expression assay for proprotein convertase subtilisin/kexin type 9 (PCSK9). Among them, sparoside A (1), hanabiratakelide A (8), adenosine (11), and 5α,6α-epoxy-(22E,24R)-ergosta-8(14),22-diene-3β,7β-diol (14) exhibited potent inhibitory activities on PCSK9 mRNA expression, with IC50 values of 20.07, 7.18, 18.46, and 8.23 μM, respectively (berberine, positive control, IC50 = 8.04 μM), suggesting that compounds 1, 8, 11, and 14 are suitable for use in supplements to the statins for hyperlipidemia treatments.
Total Synthesis of Tetarimycin A, (±)-Naphthacemycin A9, and (±)-Fasamycin A: Structure-Activity Relationship Studies against Drug-Resistant Bacteria
Huang, Jing-Kai,Yang Lauderdale, Tsai-Ling,Lin, Chun-Cheng,Shia, Kak-Shan
, p. 6508 - 6523 (2018/05/30)
Making use of a reductive olefin coupling reaction and Michael-Dieckmann condensation as two key operations, we have completed a concise total synthesis of tetarimycin A, (±)-naphthacemycin A9, and (±)-fasamycin A in a highly convergent and pra
Medicinal flowers. XXX. Eight new glycosides, everlastosides F - M, from the flowers of Helichrysum arenarium
Morikawa, Toshio,Wang, Li-Bo,Ninomiya, Kiyofumi,Nakamura, Seikou,Matsuda, Hisashi,Muraoka, Osamu,Wu, Li-Jun,Yoshikawa, Masayuki
experimental part, p. 853 - 859 (2010/03/26)
Eight new glycosides, everlastosides F (1), G (2), H (3), I (4), J (5), K (6), L (7), and M (8), were isolated from the methanolic extract of the flowers of Helichrysum arenarium. Their structures were elucidated on the basis of chemical and physicochemic
An Efficient Synthesis of Dimethoxy Phthalides
Paradkar, Madhusudan V.,Kulkarni, Sanjeev A.,Joseph, Augustine R.,Ranade, Anup A.
, p. 944 - 956 (2007/10/03)
This communication describes a convenient route for the synthesis of naturally occurring dimethoxy phthalides.
Convenient Synthesis of Naturally Ocurring Methoxy- and Hydroxy Phthalides
Mali, R.S.,Jagtap, P.G.,Tilve, S.G.
, p. 2641 - 2652 (2007/10/02)
A convenient method for the synthesis of phthalides (1-5), involving heteroatom directed lithiation reaction is described.
Syntheses of Methyl Ether of Anaphatol and Three Other Natural Phthalides
Talapatra, Bani,Roy, Monoj K.,Talapatra, Sunil K.
, p. 1169 - 1171 (2007/10/02)
Syntheses of the methyl ether (V) of a natural phthalide anaphatol (II) (5-hydroxy-7-O-3'-methylbut-2'-enylphthalide), two other natural phthalides, viz., 5,7-dihydroxyphthalide (I) and 5-methoxy-7-hydroxyphthalide (III) occuring in Anaphalis contorta and of 5,7-dimethoxyphthalide (IV) reported from Helychrysum arenarium have been accomplished.The assigned structures of the above natural phthalides are thus confirmed. 4,6-Diacetoxyphthalide (VI) has also been synthesized.
