Sustainable chromatographic purification of milbemectin: Application of high-speed countercurrent chromatography coupled with off-line atmospheric pressure solid analysis probe-high resolution mass spectrometry

Terajima, Yuka; Nagatomo, Ryosuke; Nunome, Mari; Harada, Shuichi; Inoue, Kōichi

doi:10.1016/j.chroma.2023.463901

Cited by 6 publications

(3 citation statements)

References 30 publications

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“…This study demonstrates that HSCCC can be effectively used to obtain high-purity MA and MB from rice husk. The process aligns with green chemistry principles, especially in terms of recycling organic solvents (stationary phase), thereby supporting the advancement of pharmacological research with these purified compounds [13]. Moreover, in this study, the extraction solvent (about 15 L of methanol) could be recycled for the purification of MA and MB from rice husk.…”

Section: Hsccc Purification Of Ma and Mb Based On The Reused Stationa...mentioning

confidence: 68%

“…High-speed countercurrent chromatography (HSCCC) has been successfully employed for separating various plant chemicals, including phenolic-rich extracts, flavonoids, and polar polyphenols [9][10][11][12]. In a recent advancement, we have developed an environmentally friendly method for isolating antibiotics using HSCCC with the reused stationary phase [13]. Although traditional column chromatography has been employed for momilactone isolation, it is time-consuming and labor-intensive.…”

Section: Introductionmentioning

confidence: 99%

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Isolation of Momilactones A and B from Rice Husk Using High-Speed

NAKAMORI,

NUNOME,

TAKAYAMA

et al. 2024

Chromatography

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Momilactones, allelochemicals from rice plants, exhibit diverse effects, including functioning as crop-friendly pesticides, and possessing antifungal and anticancer properties. The present study aimed to optimize the isolation of momilactones A (MA) and B (MB) using high-speed countercurrent chromatography (HSCCC), prioritizing the minimization of organic solvent waste and utilizing discarded rice husk. By employing techniques such as solvent reuse and HSCCC, we successfully isolated the highly purified fractions of MA and MB (>95% purity, as verified by HPLC) from rice husk. The optimized two-phase solvent system (n-hexane/ethyl acetate/methanol/water, 7/3/5/5, v/v/v/v) was specifically chosen for its efficiency in HSCCC, applied to extracts from 2 kg of rice husk. The separation was performed using the lower mobile phase of the two-phase solvent system at a flow rate of 1.0 mL/min after rotating the multilayer coiled column at the revolution speed of 1000 rpm. The retention of the stationary phase was observed to be 77%. The purity of isolated MA (3.0 mg) and MB (2.0 mg) was determined to be 99.0% and 98.2% via LC-UV chromatogram, respectively. Significantly, the organic solvents used in the extraction and HSCCC processes were redistilled and recycled, leading to an over 80% reduction in solvent consumption. This study demonstrates the feasibility of a sustainable, economical, and effective chromatographic method for isolating allelochemicals from waste plant materials.

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Section: Hsccc Purification Of Ma and Mb Based On The Reused Stationa...mentioning

confidence: 68%

Section: Introductionmentioning

confidence: 99%

Isolation of Momilactones A and B from Rice Husk Using High-Speed

NAKAMORI,

NUNOME,

TAKAYAMA

et al. 2024

Chromatography

Self Cite

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“…High-speed counter-current chromatography (HSCCC) is a liquid-liquid partition chromatographic technique, that is capable of avoiding irreversible sample adsorption on a solid support with a great recovery rate, ease scaleup potential, high separation capability, rapid separation, and low solvent use. Thus, this method has become an effective approach to preparatively isolate and purify different natural products [16,17]. Nevertheless, the contents in D. spongiosa are complex, including high, medium, and low polar compounds, and thus the sample pretreatment experiments were necessary for the D. spongiosa extracts to simplify the separation procedures [18,19].…”

Section: Introductionmentioning

confidence: 99%

Efficient discovery of active isolates from Dioscorea spongiosa by the combination of bioassay‐guided macroporous resin column chromatography and high‐speed counter‐current chromatography

Wang,

Yu,

Zhao

et al. 2024

J of Separation Science

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In the present study, twelve compounds from Dioscorea spongiosa were successfully purified by an efficient technique combined bioassay‐guided fractionation macroporous resin column chromatography (MRCC) pretreatment and high‐speed counter‐current chromatography (HSCCC) separation for the first time. Then, D101 MRCC was used to fractionate the crude extract into five parts, which further applied the bioassay‐guided fractionation strategy to screen the active fractions of 2 and 4. As for the separation, 200 mg Fr.2 was purified by HSCCC using EtOAc/n‐BuOH/H2O (2:2:3, v/v), leading to annulatomarin (1), dioscoresides C (2), diosniponol C (3), methyl protodioscin (4), pseudoprotodioscin (5), protogracillin (6), as well as 200 mg Fr.4 yielding montroumarin (7), dioscorone A (8), diosniponol D (9), protodioscin (10), gracillin (11), and dioscin (12) using CH2Cl2/MeOH/H2O (3:3:2, v/v) with the purities over 95.0%. Finally, the isolates were assayed for their anti‐inflammatory, urico‐lowering, and anti‐diabetic activities in vitro, which indicated that the steroidal saponins of 5, 6, and 11 showed all these three activities.

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