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'''Consalazinic acid''' is a chemical compound with the molecular formula {{chem2|C18H14O10}}. It is classified as a ] and is a ] produced by a variety of ]s. '''Consalazinic acid''' is a chemical compound with the molecular formula {{chem2|C18H14O10}}. It is classified as a ] and is a ] produced by a variety of ]s.


Consalazinic acid was first isolated from '']'' and described in 1980.<ref>{{cite journal | doi = 10.1016/S0031-9422(00)91070-7 }}</ref><ref>{{cite journal | doi = 10.2307/3242974 }}</ref> It has since been identified in many other lichens.<ref>{{cite journal | title = The Parmelia omphalodes (Ascomycetes) complex in Eastern Fennoscandia. Chemical and morphological variation | author = Skult, Henrik | journal = Annales Botanici Fennici | date = 1984 | volume = 21 | issue = 2 | pages = 117-142 }}</ref><ref>{{cite journal | title = Consalazinic acid was first isolated from '']'' and described in 1980.<ref>{{cite journal | doi = 10.1016/S0031-9422(00)91070-7 | title = Structure of the β-orcinol depsidones, connorstictic and consalazinic acids | date = 1980 | last1 = O'Donovan | first1 = Donal G. | last2 = Roberts | first2 = George | last3 = Keogh | first3 = Myles F. | journal = Phytochemistry | volume = 19 | issue = 11 | pages = 2497–2499 | bibcode = 1980PChem..19.2497O }}</ref><ref>{{cite journal | doi = 10.2307/3242974 | jstor = 3242974 | title = A Standardized TLC Analysis of β-Orcinol Depsidones | last1 = Culberson | first1 = Chicita F. | last2 = Culberson | first2 = William Louis | last3 = Johnson | first3 = Anita | journal = The Bryologist | date = 1981 | volume = 84 | issue = 1 | pages = 16–29 }}</ref> It has since been identified in many other lichens.<ref>{{cite journal | title = The Parmelia omphalodes (Ascomycetes) complex in Eastern Fennoscandia. Chemical and morphological variation | author = Skult, Henrik | journal = Annales Botanici Fennici | date = 1984 | volume = 21 | issue = 2 | pages = 117–142 }}</ref><ref>{{cite journal | title =
Chemistry of South African lichens | author = Huneck, S.; Kalb, K. | journal = Pharmazie | date = 1990 | volume = 45 | issue = 4 | pages = 297 }}</ref><ref>{{cite journal | doi = 10.1016/0021-9673(93)83356-W | title = Identification of lichen substances by a standardized high-performance liquid chromatographic method | date = 1993 | last1 = Feige | first1 = G.B. | last2 = Lumbsch | first2 = H.T. | last3 = Huneck | first3 = S. | last4 = Elix | first4 = J.A. | journal = Journal of Chromatography A | volume = 646 | issue = 2 | pages = 417–427 }}</ref><ref>{{cite journal | doi = 10.2307/3244550 | jstor = 3244550 | title = A Contribution to the Chemistry of the Lichen Family Umbilicariaceae (Ascomycotina) | last1 = Narui | first1 = Takao | last2 = Culberson | first2 = Chicita F. | last3 = Culberson | first3 = William Louis | last4 = Johnson | first4 = Anita | last5 = Shibata | first5 = Shoji | journal = The Bryologist | date = 1996 | volume = 99 | issue = 2 | pages = 199–211 }}</ref><ref>{{cite journal | doi = 10.1639/0007-2745(2004)1072.0.CO;2 | issn = 0007-2745 | date = 2004 | volume = 107 | page = 152 | title = Secondary Chemistry of Lichen-forming Fungi: Chemosyndromic Variation and DNA-analyses of Cultures and Chemotypes in the Ramalina farinacea Complex | last1 = Stocker-Wörgötter | first1 = Elfie | last2 = Elix | first2 = John A. | last3 = Grube | first3 = Martin | journal = The Bryologist | issue = 2 }}</ref><ref>{{cite journal | doi = 10.3390/molecules22111861 | doi-access = free | title = Metabolomic Analysis of Two Parmotrema Lichens: P. Robustum (Degel.) Hale and P. Andinum (Mull. Arg.) Hale Using UHPLC-ESI-OT-MS-MS | date = 2017 | last1 = Torres-Benítez | first1 = Alfredo | last2 = Rivera-Montalvo | first2 = María | last3 = Sepúlveda | first3 = Beatriz | last4 = Castro | first4 = Olivio | last5 = Nagles | first5 = Edgar | last6 = Simirgiotis | first6 = Mario | last7 = García-Beltrán | first7 = Olimpo | last8 = Areche | first8 = Carlos | journal = Molecules | volume = 22 | issue = 11 | page = 1861 | pmid = 29084151 | pmc = 6150355 }}</ref><ref>{{cite journal | doi = 10.1016/j.jpba.2018.04.017 | title = UPLC–MS/MS quantitative analysis and structural fragmentation study of five Parmotrema lichens from the Eastern Ghats | date = 2018 | last1 = Kumar | first1 = K. | last2 = Siva | first2 = Bandi | last3 = Sarma | first3 = V.U.M. | last4 = Mohabe | first4 = Satish | last5 = Reddy | first5 = A. Madhusudana | last6 = Boustie | first6 = Joel | last7 = Tiwari | first7 = Ashok K. | last8 = Rao | first8 = N. Rama | last9 = Babu | first9 = K. Suresh | journal = Journal of Pharmaceutical and Biomedical Analysis | volume = 156 | pages = 45–57 | pmid = 29689468 | url = https://hal-univ-rennes1.archives-ouvertes.fr/hal-01807884/file/Kumar%20et%20al_UPLC-MS-MS%20Quantitative%20analysis%20and%20structural%20fragmentation%20study%20of%20five.pdf }}</ref>
Chemistry of South African lichens | author = Huneck, S.; Kalb, K. | journal = Pharmazie | date = 1990 | volume = 45 | issue = 4 | pages = 297 }}</ref><ref>{{cite journal | doi = 10.1016/0021-9673(93)83356-W }}</ref><ref>{{cite journal | doi = 10.2307/3244550 }}</ref><ref>{{cite journal | doi = 10.1639/0007-2745(2004)1072.0.CO;2 }}</ref><ref>{{cite journal | doi = 10.3390/molecules22111861 }}</ref><ref>{{cite journal | doi = 10.1016/j.jpba.2018.04.017 }}</ref>


==References== ==References==

Revision as of 01:29, 24 December 2024

Consalazinic acid
Names
Other names 1,4,10-Trihydroxy-5,11-bis(hydroxymethyl)-8-methyl-7H-isobenzofurobenzodioxepin-3,7(1H)-dione
Identifiers
CAS Number
3D model (JSmol)
PubChem CID
SMILES
  • CC1=CC(=C(C2=C1C(=O)OC3=C(O2)C4=C(C(=C3CO)O)C(=O)OC4O)CO)O
Properties
Chemical formula C18H14O10
Molar mass 390.300 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Consalazinic acid is a chemical compound with the molecular formula C18H14O10. It is classified as a depsidone and is a secondary metabolite produced by a variety of lichens.

Consalazinic acid was first isolated from Parmotrema subisidiosum and described in 1980. It has since been identified in many other lichens.

References

  1. O'Donovan, Donal G.; Roberts, George; Keogh, Myles F. (1980). "Structure of the β-orcinol depsidones, connorstictic and consalazinic acids". Phytochemistry. 19 (11): 2497–2499. Bibcode:1980PChem..19.2497O. doi:10.1016/S0031-9422(00)91070-7.
  2. Culberson, Chicita F.; Culberson, William Louis; Johnson, Anita (1981). "A Standardized TLC Analysis of β-Orcinol Depsidones". The Bryologist. 84 (1): 16–29. doi:10.2307/3242974. JSTOR 3242974.
  3. Skult, Henrik (1984). "The Parmelia omphalodes (Ascomycetes) complex in Eastern Fennoscandia. Chemical and morphological variation". Annales Botanici Fennici. 21 (2): 117–142.
  4. Huneck, S.; Kalb, K. (1990). "Chemistry of South African lichens". Pharmazie. 45 (4): 297.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  5. Feige, G.B.; Lumbsch, H.T.; Huneck, S.; Elix, J.A. (1993). "Identification of lichen substances by a standardized high-performance liquid chromatographic method". Journal of Chromatography A. 646 (2): 417–427. doi:10.1016/0021-9673(93)83356-W.
  6. Narui, Takao; Culberson, Chicita F.; Culberson, William Louis; Johnson, Anita; Shibata, Shoji (1996). "A Contribution to the Chemistry of the Lichen Family Umbilicariaceae (Ascomycotina)". The Bryologist. 99 (2): 199–211. doi:10.2307/3244550. JSTOR 3244550.
  7. Stocker-Wörgötter, Elfie; Elix, John A.; Grube, Martin (2004). "Secondary Chemistry of Lichen-forming Fungi: Chemosyndromic Variation and DNA-analyses of Cultures and Chemotypes in the Ramalina farinacea Complex". The Bryologist. 107 (2): 152. doi:10.1639/0007-2745(2004)107[0152:SCOLFC]2.0.CO;2. ISSN 0007-2745.
  8. Torres-Benítez, Alfredo; Rivera-Montalvo, María; Sepúlveda, Beatriz; Castro, Olivio; Nagles, Edgar; Simirgiotis, Mario; García-Beltrán, Olimpo; Areche, Carlos (2017). "Metabolomic Analysis of Two Parmotrema Lichens: P. Robustum (Degel.) Hale and P. Andinum (Mull. Arg.) Hale Using UHPLC-ESI-OT-MS-MS". Molecules. 22 (11): 1861. doi:10.3390/molecules22111861. PMC 6150355. PMID 29084151.
  9. Kumar, K.; Siva, Bandi; Sarma, V.U.M.; Mohabe, Satish; Reddy, A. Madhusudana; Boustie, Joel; Tiwari, Ashok K.; Rao, N. Rama; Babu, K. Suresh (2018). "UPLC–MS/MS quantitative analysis and structural fragmentation study of five Parmotrema lichens from the Eastern Ghats" (PDF). Journal of Pharmaceutical and Biomedical Analysis. 156: 45–57. doi:10.1016/j.jpba.2018.04.017. PMID 29689468.
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