Isolation and quantification of tuliposides and tulipalins in tulips (Tulipa) by high‐performance liquid chromatography

  title={Isolation and quantification of tuliposides and tulipalins in tulips (Tulipa) by high‐performance liquid chromatography},
  author={Lars Porskj{\ae}r Christensen and Kell Kristiansen},
  journal={Contact Dermatitis},
The content of tuliposides and tulipalins were determined in Tulipa species and cultivars by reversed‐phase high‐performance liquid chromatography (RP‐HPLC), using a water:methanol gradient as mobile phase. The compounds were detected by a diode array detector employed at 208 nm. The investigation revealed, in addition to 1‐ and 6‐tuliposide A, tuliposide D and the lactonized aglycones tulipalin A and (‐)‐tulipalin B, the new tuliposide F and 6‐tuliposide B, the latter being a new acyl… 
Isolation and identification of tuliposides D and F from tulip cultivars
This is the first report that substantiates the presence of 1,6-diacyl-glucose type of Pos in tulip cultivars.
Identification of tuliposide G, a novel glucoside ester-type tuliposide, and its distribution in tulip
  • T. NomuraY. Kato
  • Biology
    Zeitschrift fur Naturforschung. C, Journal of biosciences
  • 2020
Quantification of PosG in bulbs of 52 types of tulip, including 30 cultivars and 22 wild Tulipa spp.
Anther-specific Production of Antimicrobial Tuliposide B in Tulips
The results suggest that a novel defense strategy evolved in tulips to protect pollens from bacterial pollution in the reproductive process by producing an anther-specific 6-tuliposide B.
Molecular diversity of tuliposide B-converting enzyme in tulip (Tulipa gesneriana): identification of the third isozyme with a distinct expression profile
Identification of TgTCEB-L explains the PosB-converting activity detected in tissues where T gTCEB1 and Tg TCEB-R transcripts could not be detected, indicating that tulip subtilizes the three TGTCEB isozymes depending on the tissue.
A Novel Lactone-Forming Carboxylesterase: Molecular Identification of a Tuliposide A-Converting Enzyme in Tulip1[W]
To the knowledge, TgTCEA is the first identified member of the lactone-forming carboxylesterases, specifically catalyzing intramolecular transesterification in the tulip defensive strategy.
Molecular identification of tuliposide B-converting enzyme: a lactone-forming carboxylesterase from the pollen of tulip.
Results indicate that mature TgTCEB1 is specifically localized in plastids of pollen grains, but not in the intracellular spaces of pollen grain, as previously reported.
One-Step Enzymatic Synthesis of 1-Tuliposide A Using Tuliposide-Converting Enzyme
By using the TCEs, this work established a facile enzymatic process for 1-PosA synthesis from the naturally occurring 1,6-diacyl-glucose type of Pos (PosD and PosF), and discovered that TCEA and TCEB react preferentially with PosD andPosF, respectively, to form 1- PosA and the corresponding Pa derived from the 6-acyl group.
Molecular Diversity of Tuliposide A-Converting Enzyme in the Tulip
Tuliposide A-converting enzyme (TCEA) catalyzes the conversion of 6-tuliposide A to its lactonized aglycon, tulipalin A, in the tulip (Tulipa gesneriana). The TgTCEA gene, isolated previously from
Tuliposides H–J and Bioactive Components from the Bulb of Amana edulis
Three new tuliposides H–J and 11 known compounds were obtained from the methanolic extracts of the bulbs of Amana edulis for the first time and could be further studied as the candidates against melanoma and vitiligo for skin diseases or whitening/hypopigmentation for hair.


Isolation and quantification of a new tuliposide (tuliposide D) by HPLC in Alstroemeria
From aqueous extracts of flowers, stems and leaves of 1 Brazilian and 15 Chilean Alstroemeria species, the content of a new tuliposide, named tuliposide D, was determined by isocratic reversed‐phase
Tulip allergens in Alstroemeria and some other liliiflorae
Über Glykoside mit lacton-bildendem Aglykon, II. Über die Struktur der antibiotisch aktiven Substanzen der Tulpe (Tulipa gesneriana L.)
Aus Tulipa gesneriana L. wurden zwei antibiotisch aktive Glucoside, 1-Tuliposid A (14a) und 1-Tuliposid B (15a), isoliert, die Acyl-β-D-glucopyranoside der γ-Hydroxy-α-methylen-buttersaure bzw.
Tuliposides from Alstroemeria revoluta
The sensitizing capacity of Alstroemeria cultivars in man and guinea pig
Tuliposide A was determined in specimens of Alstroemeria ligtu cultivars of 14 different origins of various colours: its content varied between 1 and 2%.
Allergenic alpha-methylene-gamma-butyrolactones. Study of the capacity of beta-acetoxy- and beta-hydroxy-alpha-methylene-gamma-butyrolactones to induce allergic contact dermatitis in guinea pigs.
No cross-reaction was demonstrated between gamma,Gamma-unsubstituted and gamma,gamma-subStituted compounds showing a great specificity of ACD.