Separation and purification of bioactive botrallin and TMC-264 by a combination of HSCCC and semi-preparative HPLC from endophytic fungus Hyalodendriella sp. Ponipodef12

Abstract

Two dibenzo-α-pyrones, botrallin (1) and TMC-264 (2) were preparatively separated from crude ethyl acetate extract of the endophytic fungus Hyalodendriella sp. Ponipodef12, which was isolated from the hybrid 'Neva' of Populus deltoides Marsh × P. nigra L. using a combination of high-speed counter-current chromatography (HSCCC) and semi-preparative HPLC. Botrallin (1) with 74.73% of purity and TMC-264 (2) with 82.29% of purity were obtained through HSCCC by employing a solvent system containing n-hexane-ethyl acetate-methanol-water at a volume ratio of 1.2:1.0:0.9:1.0. It was the first time for TMC-264 (2) to be isolated from this fungus. TMC-264 (2) showed strong antimicrobial and antinematodal activity, and botrallin (1) exhibited moderate inhibitory activity on acetylcholinesterase.

Hyalodendrins A and B, New Decalin-Type Tetramic Acid Larvicides from the Endophytic Fungus Hyalodendriella sp. Ponipodef12

“…Ponipodef12 was isolated as an endophytic fungus from the hybrid poplar of Populus deltoides × P. nigra [9]. This endophytic fungus was known to produce benzo-α-pyrones, dibenzo-α-pyrones [10][11][12][13] and 14-membered resorcylic acid lactones [14], and in our previous investigations, among them dibenzo-α-pyrones showed larvicidal activities [10]. Nevertheless, Hyalodendriella sp.…”

Hypaphorine, an Indole Alkaloid Isolated from Caragana korshinskii Kom., Inhibites 3T3‐L1 Adipocyte Differentiation and Improves Insulin Sensitivity in Vitro

“…[22] [23] Considering the advantages of macroporous resin columns and semipreparative RPLC, these two techniques were combined in this study to isolate the target compound. However, efficient preparative separation and purification methods for natural compounds are needed.…”

“…Semi-preparative reversed-phase liquid chromatography (semi-preparative RPLC) is gradually becoming a powerful tool by virtue of its high efficiency and resolution. [22] [23] Considering the advantages of macroporous resin columns and semipreparative RPLC, these two techniques were combined in this study to isolate the target compound. Macroporous resin columns were mainly used to enrich the effective fraction and semi-preparative RPLC was used to separate the target compounds.…”

Combined application of chromatographic techniques for the separation of phenolic compounds fromStenoloma chusanumChing

“…In such a situation, preparative HPLC (prep‐HPLC), an extensively used classical separation technique is a good complement for HSCCC . Previous studies have demonstrated the effectiveness of HSCCC combined with prep‐HPLC for separating monomeric compounds from complex samples, thus significantly saving elution time and a large amount of solvents . Therefore, high purity compounds could be separated from S. chusanum Ching by using HSCCC coupled to prep‐HPLC.…”

“…Previous studies have demonstrated F I G U R E 1 Chemical structures of the separated compounds 1-7. 3,4-Dihydroxy benzoic acid (1), 3,4-dihydroxy benzaldehyde (2), esculetin (3), caffeic acid (4), syringic acid (5), luteolin (6), and apigenin (7) the effectiveness of HSCCC combined with prep-HPLC for separating monomeric compounds from complex samples, thus significantly saving elution time and a large amount of solvents [17,18]. Therefore, high purity compounds could be separated from S. chusanum Ching by using HSCCC coupled to prep-HPLC.…”