Cited by 8Plant-Derived Bioactive CompoundsPlant biochemistry and biosynthesisBioactive Natural Diterpenoids Research

Argentatin Content in Guayule Leaves (Parthenium argentatum A. Gray)

Open access
García-Martínez, María Mercedes, Gallego, Beatriz, Latorre, Guayente, Carrión, María Engracia, De la Cruz-Morcillo, Miguel Ángel, Zalacain, Amaya, Carmona, Manuel·2023·Plants

Abstract

Approximately one-third of the waste biomass from the cultivation of guayule (Parthenium argentatum A. Gray) for natural rubber production is leaf tissue; however, whether it can be valorized is not known. Guayulins and argentatins are potential high-value products that can be recovered from guayule resin during rubber/latex processing. Argentatins are highly abundant in guayule stem resin; however, unlike the guayulins, their occurrence in leaves has not been investigated. The present study determined the content of argentatins and isoargentatins A and B in the leaves of a pure guayule accession (R1040) and two hybrids (CAL-1 and AZ-2) under conditions of irrigation and non-irrigation. The resin content in leaves was ~10%, which provides a suitable starting point for economic exploitation. The highest production of argentatins occurred in plants under irrigation, with yields of 4.2 and 3.6 kg ha−1 for R1040 and AZ-2, respectively. The R1040 accession had the highest percentage of resin and the greatest total argentatin content (24.5 g kg−1 dried leaf), principally due to the abundance of argentatin A. Contrastingly, CAL-1 consistently showed the lowest argentatin content based on dried leaf weight and production (0.6 kg ha−1). The substantial abundance of argentatins in guayule leaves suggests the potential for future exploitation.

The claims and statistics of this paper haven’t been checked yet.

Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.

A few free checks a day · papers already verified open instantly · results are public

Integrity signals

Registry

Crossref · 10.3390/plants12102021

Cites

4 of 4 references verified0 citation errors · 0 not checkable

Statistics

Claims the paper makes

The claims and statistics of this paper haven’t been checked yet.

Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.

A few free checks a day · papers already verified open instantly · results are public

Claims other papers make about this one

Each is checked against this paper’s own text: does it say what the citing paper says it does?

  • The isolated argentatins were analysed by HPLC and LC-mass spectrometry and compared against standards.

    “The isolated compounds were analysed by HPLC coupled to a refractive index detector and by LC‐mass spectrometry, as described [23, 24], and were compared against standards”

    From Synergistic Potential of Argentatins A and B to Improve 5‐Fluorouracil Cytotoxicity in Colorectal Cancer Cell Models (2024) · cites this paper as [23]

    Materials and Methods §5.3 (page not available) describes HPLC with a refractive index detector and quantification using argentatin A and B standards. It does not describe LC–mass spectrometry analysis of this paper’s samples; the Introduction instead attributes LC–MS profiling to an earlier study. (LLM, conf=0.88)

    Experimental — accuracy not yet measured

Self-check

Percentages, sums and reported differences re-computed from the paper’s own numbers.

The self-check needs the paper’s full text.

Cites

Flagged first, then by citations

Research works printed but not linked: 28

  1. [1]Rasutis D. Soratana K. McMahan C. Landis A.E. A sustainability review of domestic rubber from the guayule plant Ind. Crops Prod. 2015 70 383 394 10.1016/j.indcrop.2015.03.042 · DOI
  2. [2]Dehghanizadeh M. Mendoza Moreno P. Sproul E. Bayat H. Quinn J.C. Brewer C.E. Guayule (Parthenium argentatum) resin: A review of chemistry, extraction techniques, and applications Ind. Crops Prod. 2021 165 113410 10.1016/j.indcrop.2021.113410 · DOI
  3. [3]Sfeir N. Chapuset T. Palu S. Lançon F. Amor A. García García J. Snoeck D. Technical and economic feasibility of a guayule commodity chain in Mediterranean Europe Ind. Crops Prod. 2014 59 55 62 10.1016/j.indcrop.2014.04.043 · DOI
  4. [5]Teetor V.H. Ray D.T. Schloman W.W. Evaluating chemical indices of guayule rubber content: Guayulins A and B Ind. Crops Prod. 2009 29 590 598 10.1016/j.indcrop.2008.11.005 · DOI
  5. [7]Jara F.M. Carrión M.E. Angulo J.L. Latorre G. López-Córcoles H. Zalacain A. Hurtado de Mendoza J. García-Martínez M.M. Carmona M. Chemical characterization, antioxidant activity and morphological traits in the leaves of guayule (Parthenium argentatum A. Gray) and its hybrids Ind. Crops Prod. 2022 182 114927 10.1016/j.indcrop.2022.114927 · DOI
  6. [8]Cruz V.M.V. Dierig D.A. Lynch A. Hunnicutt K. Sullivan T.R. Wang G. Zhu J. Assessment of phenotypic diversity in the USDA, National Plant Germplasm System (NPGS) guayule germplasm collection Ind. Crops Prod. 2022 175 114303 10.1016/j.indcrop.2021.114303 · DOI
  7. [9]Nabi M. Tabassum N. Ganai B.A. Phytochemical screening and antibacterial activity of Skimmia anquetilia N.P. Taylor and Airy Shaw: A first study from Kashmir Himalaya Front. Plant Sci. 2022 13 937946 10.3389/fpls.2022.937946 36035710 PMC9412939 · DOI
  8. [10]Nabi M. Zargar M.I. Tabassum N. Ganai B.A. Wani S.U.D. Alshehri S. Alam P. Shakeel F. Phytochemical Profiling and Antibacterial Activity of Methanol Leaf Extract of Skimmia anquetilia Plants 2022 11 1667 10.3390/plants11131667 35807619 PMC9268939 · DOI
  9. [11]Marcelino S. Mandim F. Taofiq O. Pires T.C.S.P. Finimundy T.C. Prieto M.A. Barros L. Valorization of Punica granatum L. Leaves Extracts as a Source of Bioactive Molecules Pharmaceuticals 2023 16 342 10.3390/ph16030342 36986442 PMC10052729 · DOI
  10. [12]Seididamyeh M. Phan A.D.T. Sivakumar D. Netzel M.E. Mereddy R. Sultanbawa Y. Valorisation of Three Underutilised Native Australian Plants: Phenolic and Organic Acid Profiles and In Vitro Antimicrobial Activity Foods 2023 12 623 10.3390/foods12030623 36766151 PMC9914099 · DOI
  11. [13]Haagen-Smit A.J. Siu R. Chemical investigations in guayule. I. Essential oil of guayule, Parthenium argentatum, Gray J. Am. Chem. Soc. 1944 66 2068 2074 10.1021/ja01240a019 · DOI
  12. [14]Scora R.W. Kumamoto J. Essential leaf oils of Parthenium argentatum A. Gray J. Agric. Food Chem. 1979 27 642 643 10.1021/jf60223a016 · DOI
  13. [15]Piana F. Ciulu M. Quirantes-Piné R. Sanna G. Segura-Carretero A. Spano N. Mariani A. Simple and rapid procedures for the extraction of bioactive compounds from guayule leaves Ind. Crops Prod. 2018 116 162 169 10.1016/j.indcrop.2018.02.057 · DOI
  14. [16]Piluzza G. Campesi G. Molinu M.G. Re G.A. Sulas L. Bioactive compounds from leaves and twigs of guayule grown in a Mediterranean environment Plants 2020 9 442 10.3390/plants9040442 32252364 PMC7238410 · DOI
  15. [17]Rozalén J. García-Martínez M.M. Carrión M.E. Zalacain A. López-Córcoles H. Carmona M. Effect of seasonal decrease in temperature on the content and composition of guayulins in stems of guayule (Parthenium argentatum, Gray) Plants 2021 10 537 10.3390/plants10030537 33809180 PMC7998213 · DOI
  16. [18]Curtis O.F. Distribution of rubber and resins in guayule Plant Physiol. 1947 22 333 359 10.1104/pp.22.4.333 16654108 PMC405879 · DOI
  17. [20]Gallego B. García-Martínez M.M. Sánchez-Gómez R. Latorre G. de Mendoza J.H. Zalacain A. Carmona M. Agronomic practices impact argentatin content in guayule (Parthenium argentatum A. Gray) Ind. Crops Prod. 2023 194 116402 10.1016/j.indcrop.2023.116402 · DOI
  18. [22]Flores-Rosete G. Martínez-Vázquez M. Anti-inflammatory and cytotoxic cycloartanes from guayule (Parthenium argentatum) Nat. Prod. Commun. 2008 3 413 422 10.1177/1934578X0800300318 · DOI · Paper page
  19. [24]Parra-Delgado H. Ramírez-Apan T. Martínez-Vázquez M. Synthesis of argentatin A derivatives as growth inhibitors of human cancer cell lines in vitro Bioorganic Med. Chem. Lett. 2005 15 1005 1008 10.1016/j.bmcl.2004.12.038 15686901 · DOI
  20. [25]Tavarez-Santamaría Z. Jacobo-Herrera N.J. Rocha-Zavaleta L. Zentella-Dehesa A. del Carmen Couder-García B. Martínez-Vázquez M. A higher frequency administration of the nontoxic cycloartane-type triterpene argentatin A improved its anti-tumor activity Molecules 2020 25 1780 10.3390/molecules25081780 32295227 PMC7221627 · DOI · Paper page
  21. [26]Madasu C. Xu Y.-M. Wijeratne E.M.K. Liu M.X. Molnár I. Gunatilaka A.A.L. Semi-synthesis and cytotoxicity evaluation of pyrimidine, thiazole, and indole analogues of argentatins A–C from guayule (Parthenium argentatum) resin Med. Chem. Res. 2022 31 1088 1098 10.1007/s00044-021-02835-1 · DOI
  22. [28]Xu Y. Madasu C. Liu M.X. Wijeratne E.M.K. Dierig D. White B. Molnár I. Gunatilaka A.A.L. Cycloartane- and lanostane-type triterpenoids from the resin of Parthenium argentatum AZ-2, a byproduct of guayule rubber production ACS Omega 2021 6 15486 15498 10.1021/acsomega.1c01714 34151127 PMC8210430 · DOI
  23. [29]Spano N. Meloni P. Idda I. Mariani A. Itria Pilo M. Marina V. Izabela Lachowicz J. Rivera E. Orona-Espino A. Assessment, validation and application to real samples of a RP-HPLC method for the determination of guayulins A, B, C and D in guayule shrub Separations 2018 5 23 10.3390/separations5020023 · DOI
  24. [30]Newman D.J. Cragg G.M. Natural Products as Sources of New Drugs over the Nearly Four Decades from 01/1981 to 09/2019 J. Nat. Prod. 2020 83 770 803 10.1021/acs.jnatprod.9b01285 32162523 · DOI
  25. [31]Zhao W. Cong Y. Li H.M. Li S. Shen Y. Qi Q. Zhang Y. Li Y.Z. Tang Y.J. Challenges and potential for improving the druggability of podophyllotoxin-derived drugs in cancer chemotherapy Nat. Prod. Rep. 2021 38 470 488 10.1039/D0NP00041H 32895676 · DOI
  26. [32]Jackson D.E. Dewick P.M. Tumour-inhibitory aryltetralin lignans from Podophyllum pleianthum Phytochemistry 1985 24 2407 2409 10.1016/S0031-9422(00)83052-6 · DOI
  27. [33]Gallego A. Malik S. Yousefzadi M. Makhzoum A. Tremouillaux-Guiller J. Bonfill M. Taxol from Corylus avellana: Paving the way for a new source of this anti-cancer drug Plant Cell. Tissue Organ Cult. 2017 129 1 16 10.1007/s11240-016-1164-5 · DOI
  28. [34]Rozalén J. García-Martínez M.M. Carrión M.E. Carmona M. López-Córcoles H. Cornish K. Zalacain A. Adapting the accelerated solvent extraction method for resin and rubber determination in guayule using the BÜCHI speed extractor Molecules 2021 26 183 10.3390/molecules26010183 33401499 PMC7794705 · DOI

Cited by

Sorted by citations

Authors
García-Martínez, M. M., Gallego, B., Latorre, G., Carrión, M. E., De la Cruz-Morcillo, M. Á., Zalacain, A., & Carmona, M.
Affiliations
  • Instituto Tecnico Agronómico Provincial (ES)
  • Hospital Central de la Defensa Gómez Ulla (ES)
  • University of Castilla-La Mancha (ES)
  • Institute for Regional Development (IDR), Food Quality Research Group, Universidad de Castilla-La Mancha Campus Universitario s/n, 02071 Albacete, Spain
  • E.T.S.I. Agronómica, de Montes y Biotecnología (ETSIAMB), Cátedra de Química Agrícola, Universidad de Castilla-La Mancha, Avda. de España s/n, 02071 Albacete, Spain
Corresponding author
Carmona, Manuel
Venue
Plants
Publisher
MDPI AG
Published
2023-05-18
Volume
12
Issue
10
Pages
2021
ISSN
2223-7747 (ISSN-L)
OpenAlex
W4377020639
Cited by
8
References
4
Citations by year
2026: 2 · 2025: 2 · 2024: 4
FWCI
0.82
Type
journal article
Language
en
Open access
Locations
  • Plants (publishedVersion, cc-by)
  • PubMed Central (publishedVersion, cc-by)
  • PubMed (publishedVersion)
  • DOAJ (DOAJ: Directory of Open Access Journals) (submittedVersion, cc-by-sa)
  • RUIdeRA - Institutional University Repository (University of Castilla-La Mancha) (submittedVersion, other-oa)
Funders
  • Spanish Ministry of Science and Innovation (RTI2018-098042-B100, SBPLY-19-180501-00074, PREDUCLM-16215, 2022-NACIONA-11053, 2022-UNIVERS-11006)
  • Junta de Comunidades de Castilla–La Mancha (RTI2018-098042-B100, SBPLY-19-180501-00074, PREDUCLM-16215, 2022-NACIONA-11053, 2022-UNIVERS-11006)
  • Universidad de Castilla–La Mancha (RTI2018-098042-B100, SBPLY-19-180501-00074, PREDUCLM-16215, 2022-NACIONA-11053, 2022-UNIVERS-11006)
  • European Union–NextGeneration EU (RTI2018-098042-B100, SBPLY-19-180501-00074, PREDUCLM-16215, 2022-NACIONA-11053, 2022-UNIVERS-11006)
Topics
  • Physical Sciences › Chemistry › Organic Chemistry › Plant-Derived Bioactive Compounds
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant biochemistry and biosynthesis
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Bioactive Natural Diterpenoids Research
Keywords
Parthenium argentatum, guayule, irrigation effects

About these checks

Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.

Statistics and arithmetic are recomputed, not judged.

Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.

What counts as a claim ›How we measure confidence ›How we check this ›

Are you an author, or do you see a problem with this page? Request a review