Lochromolide: A New Acetylated Withanolide from Iochroma coccineum

Alfonso, Dorothée; Kapétanidis, I.; Bérnardinelli, Gerald

doi:10.1021/np50078a013

Cited by 25 publications

(31 citation statements)

References 12 publications

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“…(37) 2c (41)(42)(43)(44) Daturametelin E (33) 2c (42) Daturametelin F (42) 2c (42) Daturametelin G (38) 2c (42) Daturataturin A (18) 2g (52) Daturataturin B (47) 2g (52) Daturilinol (39) 2c (45) Dunawithagenin (48) 13e (60,200) Dunawithanin A (49) 4a (55,56) Dunawithanin B (SO) 4a (55,56) Dunawithanin C (51) 4a (59) Dunawithanin D (52) 4a (59) Dunawithanin E (53) 4a (59) Dunawithanin F (54) 4a (59) Iochromolide (59) Sa (61) Isowithametelin (43) 2c (37) Isowithanolide E (78) 13e (187) Ixocarpanolide (85) ge (120) 141X-Hydroxy ixocarpanolide (86) 9c (115) laborosalactone A (79) Ic,6b (64,65) Dihydro-jaborosalactone A (74) Ic (27b) laborosalactone B (88) 6b …”

Section: Namementioning

confidence: 99%

See 1 more Smart Citation

Withasteroids, a Growing Group of Naturally Occurring Steroidal Lactones

Ray¹,

Gupta²

1994

Fortschritte Der Chemie Organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products

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Section: Namementioning

confidence: 99%

“…Pubesenolide (57) 9k (154) Seeowithametelin ( = Daturametelin C) (34) 2e (38,42) Sitoindoside IX (61) 13e (180) Sitoindoside X (62) 13e (180) …”

Section: Nameunclassified

Withasteroids, a Growing Group of Naturally Occurring Steroidal Lactones

Ray¹,

Gupta²

1994

Fortschritte Der Chemie Organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products

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“…Peaks migrating after the EOF showed UV spectra, which are characteristic of flavonoides. In addition, the presence of these compounds has been reported in the studied plant extract [26].…”

Section: Analysis Of Selected Withanolides In Plant Extractmentioning

confidence: 90%

“…Wa, Wc and Io used were isolated from Iochroma gesnerioides leaves as previously described [26]. All chemicals such as SDS, sodium dihydrogen phosphate dehydrate, sodium tetraborate decahydrate, formic acid, ammonia, octane, 1-butanol, N,N-dimethylformamide, and dodecylbenzene were obtained from Fluka (Buchs, Switzerland).…”

Section: Chemicalsmentioning

confidence: 99%

Analysis of selected withanolides in plant extract by capillary electrochromatography and microemulsion electrokinetic chromatography

2003

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Microemulsion electrokinetic chromatography (MEEKC) coupled with a diode-array detector was developed for the simultaneous analysis of natural steroidal compounds, withanolides including withaferin A, withacnistin and iochromolide. Optimal resolution was obtained with a microemulsion consisting of 70 mM octane, 800 mM 1-butanol, 100 mM sodium dodecyl sulfate (SDS), and 10 mM phosphate-borate buffer (pH 7) using a fused-silica capillary at 25 kV and 40 degrees C. Since this technique is not compatible with mass spectrometry detection, a capillary electrochromatographic method was developed to separate the investigated withanolides. The effects of mobile phase composition and pH were systematically investigated. Complete separation was obtained with a capillary electrochromatography (CEC) Hypersil C18 bonded silica column (packed length, 25 cmx100 microm ID and 375 microm OD), packed with 3 microm particles. The mobile phase consisted of formic acid-ammonia, pH 8 / acetonitrile (40/60 v/v); the voltage was set at 25 kV and the temperature at 20 degrees C. Under these conditions, resolution of these closely related compounds, including the critical pair withacnistin and iochromolide, was achieved in less than 5 min. The separations by MEEKC and CEC were compared with that obtained by reversed-phase liquid chromatography and showed similar retention order, indicating the analogy of the retention mechanism of these techniques. To further improve specificity and sensitivity, the developed CEC method was interfaced with electrospray ionization mass spectrometry using a Teflon connection between the CEC column and a void fused-silica capillary. Finally, the described methods were applied to the qualitative analysis of withanolides in Iochroma gesnerioides plant extract

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“…I. coccineum Scheidweiler) (Solanaceae), which originates in South America, was recently investigated [7 9]. Several metabolites were isolated or identified in the aerial parts, including withanolides, flavonoids and volatile compounds [8]. Among the withanolides isolated, three compounds were found in high quantity: withaferin A (1), withacnistin (2) and iochromolide (3) (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Study of factors influencing pressurised solvent extraction of polar steroids from plant material. Application to the recovery of withanolides

2001

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SummaryPressurisecl solvent extraction was applied to the extraction of three withanohcles from the leaves of Iochroma gesnerioides. A study was carried out of the influence of various parameters on the extraction efficiency and kinetic parameters; these included the nature of the extracting solvent, its flow rate, the pressure and temperature, as well as the particle size of the plant material. The pressurisecl solvent extraction method compared to a conventional Soxhlet extraction showed similar recoveries and extraction selectivity but the total handling time and solvent volume were dramatically reduced.

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Lochromolide: A New Acetylated Withanolide from Iochroma coccineum

Cited by 25 publications

References 12 publications

Withasteroids, a Growing Group of Naturally Occurring Steroidal Lactones

Withasteroids, a Growing Group of Naturally Occurring Steroidal Lactones

Analysis of selected withanolides in plant extract by capillary electrochromatography and microemulsion electrokinetic chromatography

Study of factors influencing pressurised solvent extraction of polar steroids from plant material. Application to the recovery of withanolides

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