Structure Determination of Tigridial, an Iridopentaene fromTigridia pavonia (Iridaceae)

Effers, Kerstin; Scholz, Bettina; Nickel, Christoph; Hanisch, Bernadette; Marner, Franz‐Josef

doi:10.1002/(sici)1099-0690(199911)1999:11<2793::aid-ejoc2793>3.0.co;2-z

Cited by 6 publications

(3 citation statements)

References 9 publications

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“…Plants 2023, 12, x FOR PEER REVIEW 3 of 14 decades, the phytochemical composition of some Tigridieae species has been reported. For example, iridals such as spiroiridal, belamcandal, and 16-hydroxyiridal have been identified in the essential oil of T. pavonia [21]. Moreover, glucosyl xanthones, such as mangiferin, have been identified in methanol extracts from T. alpestris [22].…”

Section: Ftir Analysismentioning

confidence: 99%

Antimicrobial, Cytotoxic, and Anti-Inflammatory Activities of Tigridia vanhouttei Extracts

Mejía-Méndez,

Lorenzo-Leal,

Bach

et al. 2023

Plants

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In this work, bulb extracts of Tigridia vanhouttei were obtained by maceration with solvents of increasing polarity. The extracts were evaluated against a panel of pathogenic bacterial and fungal strains using the minimal inhibitory concentration (MIC) assay. The cytotoxicity of the extracts was tested against two cell lines (THP-1 and A549) using the MTT assay. The anti-inflammatory activity of the extracts was evaluated in THP-1 cells by measuring the secretion of pro-inflammatory (IL-6 and TNF-α) and anti-inflammatory (IL-10) cytokines by ELISA. The chemical composition of the extracts was recorded by FTIR spectroscopy, and their chemical profiles were evaluated using GC-MS. The results revealed that only hexane extract inhibited the growth of the clinical isolate of Pseudomonas aeruginosa at 200 μg/mL. Against THP-1 cells, hexane and chloroform extracts were moderately cytotoxic, as they exhibited LC50 values of 90.16, and 46.42 μg/mL, respectively. Treatment with methanol extract was weakly cytotoxic at LC50 443.12 μg/mL against the same cell line. Against the A549 cell line, hexane, chloroform, and methanol extracts were weakly cytotoxic because of their LC50 values: 294.77, 1472.37, and 843.12 μg/mL. The FTIR analysis suggested the presence of natural products were confirmed by carboxylic acids, ketones, hydroxyl groups, or esters. The GC-MS profile of extracts revealed the presence of phytosterols, tetracyclic triterpenes, multiple fatty acids, and sugars. This report confirms the antimicrobial, cytotoxic, and anti-inflammatory activities of T. vanhouttei.

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Section: Ftir Analysismentioning

confidence: 99%

Antimicrobial, Cytotoxic, and Anti-Inflammatory Activities of Tigridia vanhouttei Extracts

Mejía-Méndez,

Lorenzo-Leal,

Bach

et al. 2023

Plants

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“…231 The iridal derivatives 318-320 have been found in Iris cristata 232 and tigridial 321 is from Tigridia pavonia. 233 1,2,3,4-Tetrahydro-1,1,7,8-tetramethylphenanthrene 322 isolated from 180 million-year-old sedimentary rock is possibly derived from tetrahymanol. 234 The serratane derivatives 323 and 324 are found in Picea jezoensis var.…”

Section: Miscellaneous Compoundsmentioning

confidence: 99%

Triterpenoids (1999)

Connolly

Hill

2001

Nat. Prod. Rep.

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“…Discovered by Marner et al, iridals are products of an unusual squalene metabolism in Sword Lilies ( Iridaceae ) for iridal I and γ-irigermanal II , or to that of phorbol esters for iripallidal III and spiroiridal (NSC 631941) IV (Figure ).…”

mentioning

confidence: 99%

A Domino-Based Approach toward Stereodefined Heavily Functionalized Cyclohexanes: Synthesis of Iridal's Core Structure

et al. 2007

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A stereoselective synthesis of heavily functionalized six-membered ring subunits, which possess functionality at sites appropriate for further elaboration, is described. The cyclopentanone moiety of hydrindenediol is required to achieve total facial selectivity during the pre-domino installation of the second quaternary center, while oxidative cleavage is responsible for the ring-expanding rearrangement. A microwave-assisted version of the key domino transformation and a test of concept approach toward the iridal core structure are also presented.

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Structure Determination of Tigridial, an Iridopentaene fromTigridia pavonia (Iridaceae)

Cited by 6 publications

References 9 publications

Antimicrobial, Cytotoxic, and Anti-Inflammatory Activities of Tigridia vanhouttei Extracts

Antimicrobial, Cytotoxic, and Anti-Inflammatory Activities of Tigridia vanhouttei Extracts

Triterpenoids (1999)

A Domino-Based Approach toward Stereodefined Heavily Functionalized Cyclohexanes: Synthesis of Iridal's Core Structure

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