Chemical characterization of Cuban propolis by HPLC-PDA, HPLC-MS, and NMR: the brown, red, and yellow Cuban varieties of propolis

Sixty-five samples of propolis were collected from eleven regions of Cuba; methanolic extracts of propolis were prepared from all samples, and a classification method was developed using a combination of NMR, HPLC-PDA, and HPLC-ESI/MS techniques. The analysis of (1)H and (13)C NMR spectra and chroma...

Celý popis

Uloženo v:
Podrobná bibliografie
Vydáno v:Journal of agricultural and food chemistry Ročník 55; číslo 18; s. 7502
Hlavní autoři: Cuesta-Rubio, Osmany, Piccinelli, Anna Lisa, Fernandez, Mercedes Campo, Hernández, Ingrid Márquez, Rosado, Arístides, Rastrelli, Luca
Médium: Journal Article
Jazyk:angličtina
Vydáno: United States 05.09.2007
Témata:
ISSN:0021-8561
On-line přístup:Zjistit podrobnosti o přístupu
Tagy: Přidat tag
Žádné tagy, Buďte první, kdo vytvoří štítek k tomuto záznamu!
Abstract Sixty-five samples of propolis were collected from eleven regions of Cuba; methanolic extracts of propolis were prepared from all samples, and a classification method was developed using a combination of NMR, HPLC-PDA, and HPLC-ESI/MS techniques. The analysis of (1)H and (13)C NMR spectra and chromatographic profiles of all propolis extracts allowed the definition of three main types of Cuban propolis directly related to their secondary metabolite classes: brown Cuban propolis (BCP), rich in polyisoprenylated benzophenones, red Cuban propolis (RCP), containing isoflavonoids as the main constituents, and yellow Cuban propolis (YCP), probably with aliphatic compounds. Subsequently, the principal compounds of the brown and red types were characterized by HPLC-ESI/MS analysis. Instrumental techniques used are complementary; NMR was shown to be a quick and informative tool for the rapid analysis of crude propolis polar extracts and allowed the identification of the main class of secondary metabolites, while LC-PDA and LC-MS techniques were useful tools for qualitative and quantitative analysis of marker compounds of Cuban propolis.
AbstractList Sixty-five samples of propolis were collected from eleven regions of Cuba; methanolic extracts of propolis were prepared from all samples, and a classification method was developed using a combination of NMR, HPLC-PDA, and HPLC-ESI/MS techniques. The analysis of (1)H and (13)C NMR spectra and chromatographic profiles of all propolis extracts allowed the definition of three main types of Cuban propolis directly related to their secondary metabolite classes: brown Cuban propolis (BCP), rich in polyisoprenylated benzophenones, red Cuban propolis (RCP), containing isoflavonoids as the main constituents, and yellow Cuban propolis (YCP), probably with aliphatic compounds. Subsequently, the principal compounds of the brown and red types were characterized by HPLC-ESI/MS analysis. Instrumental techniques used are complementary; NMR was shown to be a quick and informative tool for the rapid analysis of crude propolis polar extracts and allowed the identification of the main class of secondary metabolites, while LC-PDA and LC-MS techniques were useful tools for qualitative and quantitative analysis of marker compounds of Cuban propolis.
Sixty-five samples of propolis were collected from eleven regions of Cuba; methanolic extracts of propolis were prepared from all samples, and a classification method was developed using a combination of NMR, HPLC-PDA, and HPLC-ESI/MS techniques. The analysis of (1)H and (13)C NMR spectra and chromatographic profiles of all propolis extracts allowed the definition of three main types of Cuban propolis directly related to their secondary metabolite classes: brown Cuban propolis (BCP), rich in polyisoprenylated benzophenones, red Cuban propolis (RCP), containing isoflavonoids as the main constituents, and yellow Cuban propolis (YCP), probably with aliphatic compounds. Subsequently, the principal compounds of the brown and red types were characterized by HPLC-ESI/MS analysis. Instrumental techniques used are complementary; NMR was shown to be a quick and informative tool for the rapid analysis of crude propolis polar extracts and allowed the identification of the main class of secondary metabolites, while LC-PDA and LC-MS techniques were useful tools for qualitative and quantitative analysis of marker compounds of Cuban propolis.Sixty-five samples of propolis were collected from eleven regions of Cuba; methanolic extracts of propolis were prepared from all samples, and a classification method was developed using a combination of NMR, HPLC-PDA, and HPLC-ESI/MS techniques. The analysis of (1)H and (13)C NMR spectra and chromatographic profiles of all propolis extracts allowed the definition of three main types of Cuban propolis directly related to their secondary metabolite classes: brown Cuban propolis (BCP), rich in polyisoprenylated benzophenones, red Cuban propolis (RCP), containing isoflavonoids as the main constituents, and yellow Cuban propolis (YCP), probably with aliphatic compounds. Subsequently, the principal compounds of the brown and red types were characterized by HPLC-ESI/MS analysis. Instrumental techniques used are complementary; NMR was shown to be a quick and informative tool for the rapid analysis of crude propolis polar extracts and allowed the identification of the main class of secondary metabolites, while LC-PDA and LC-MS techniques were useful tools for qualitative and quantitative analysis of marker compounds of Cuban propolis.
Author Hernández, Ingrid Márquez
Fernandez, Mercedes Campo
Rosado, Arístides
Cuesta-Rubio, Osmany
Piccinelli, Anna Lisa
Rastrelli, Luca
Author_xml – sequence: 1
  givenname: Osmany
  surname: Cuesta-Rubio
  fullname: Cuesta-Rubio, Osmany
  organization: Instituto de Farmacia y Alimentos (IFAL), Universidad de La Habana, Ave. 23 No. 21425, Lisa, La Habana, Cuba
– sequence: 2
  givenname: Anna Lisa
  surname: Piccinelli
  fullname: Piccinelli, Anna Lisa
– sequence: 3
  givenname: Mercedes Campo
  surname: Fernandez
  fullname: Fernandez, Mercedes Campo
– sequence: 4
  givenname: Ingrid Márquez
  surname: Hernández
  fullname: Hernández, Ingrid Márquez
– sequence: 5
  givenname: Arístides
  surname: Rosado
  fullname: Rosado, Arístides
– sequence: 6
  givenname: Luca
  surname: Rastrelli
  fullname: Rastrelli, Luca
BackLink https://www.ncbi.nlm.nih.gov/pubmed/17691806$$D View this record in MEDLINE/PubMed
BookMark eNo1kEtPwzAQhH0oog848AeQT5wasJPGcbhVKVCkFioe52iTrFVXSVzshKrc-OcEtT3taHb07WiHpFebGgm54uyWM5_fbRSLuB-LXY8MWGd4MhS8T4bObRhjMozYOenzSMRcMjEgv8kaK51DSfM1WMgbtPoHGm1qahRN2gxqurVma0rtaLan89Ui8Vaz6figlu9jCnVBX5Zv97RZI82s2dVjarE4LPZYlmZ3BH2D1dhodP_sE_WCnCkoHV4e54h8Pj58JHNv8fr0nEwXHoTMbzwlJzzEIAwjJbhCBpABl5MCOslZGIvOzyciCIoogkzJSOYKBUoRoxA84_6I3By43eGvFl2TVtrlXT2o0bQuFdLngR_EXfD6GGyzCot0a3UFdp-enub_AWBsbGk
CitedBy_id crossref_primary_10_1016_j_microc_2022_107923
crossref_primary_10_1002_pca_1352
crossref_primary_10_1016_j_fitote_2019_104173
crossref_primary_10_1186_2193_1801_3_253
crossref_primary_10_1111_jphp_12431
crossref_primary_10_1002_pca_2439
crossref_primary_10_1002_ptr_6246
crossref_primary_10_1016_j_molstruc_2024_139203
crossref_primary_10_1016_j_lfs_2019_116817
crossref_primary_10_3390_ijms21051827
crossref_primary_10_1080_00218839_2019_1653813
crossref_primary_10_1016_j_jfca_2021_104196
crossref_primary_10_15446_rfnam_v68n2_50982
crossref_primary_10_1080_00218839_2016_1181838
crossref_primary_10_1111_j_1365_2621_2010_02310_x
crossref_primary_10_3390_ph16030450
crossref_primary_10_1016_j_jasms_2009_05_004
crossref_primary_10_1016_j_foodchem_2013_09_063
crossref_primary_10_1186_1475_2891_8_33
crossref_primary_10_1016_j_cbi_2015_01_010
crossref_primary_10_1590_S0074_02762012000800003
crossref_primary_10_1016_j_sjbs_2021_11_063
crossref_primary_10_3390_nu12072040
crossref_primary_10_1016_j_foodchem_2010_11_130
crossref_primary_10_1016_j_sjbs_2019_11_035
crossref_primary_10_1016_j_jpba_2021_114029
crossref_primary_10_1039_c0np00072h
crossref_primary_10_1080_00218839_2021_1905374
crossref_primary_10_1016_j_jip_2021_107666
crossref_primary_10_1002_ptr_5225
crossref_primary_10_1016_j_sjbs_2016_12_012
crossref_primary_10_1016_j_sjbs_2018_08_013
crossref_primary_10_1016_j_jpba_2011_03_024
crossref_primary_10_1038_srep41453
crossref_primary_10_1002_jms_1326
crossref_primary_10_1080_00218839_2020_1714192
crossref_primary_10_1016_j_jff_2017_07_029
crossref_primary_10_1016_j_cplett_2008_07_104
crossref_primary_10_1016_j_phytol_2018_10_015
crossref_primary_10_1371_journal_pone_0216074
crossref_primary_10_1016_j_jnutbio_2011_02_012
crossref_primary_10_1080_14786419_2017_1363749
crossref_primary_10_1016_j_biopha_2020_110435
crossref_primary_10_1080_87559129_2021_2003380
crossref_primary_10_1016_j_talanta_2013_11_094
crossref_primary_10_18311_jnr_2022_26587
crossref_primary_10_1007_s12161_014_9908_5
crossref_primary_10_1016_j_fitote_2017_06_016
crossref_primary_10_3389_fmicb_2021_659911
crossref_primary_10_1002_ptr_7435
crossref_primary_10_1016_j_bmc_2008_10_019
crossref_primary_10_1016_j_foodchem_2010_09_089
crossref_primary_10_1371_journal_pone_0219063
crossref_primary_10_1007_s43450_025_00687_z
crossref_primary_10_1155_2016_6057650
crossref_primary_10_3390_metabo11020076
crossref_primary_10_3390_foods13030425
crossref_primary_10_1155_2016_2906953
crossref_primary_10_1016_j_apjtb_2017_06_009
crossref_primary_10_3390_antiox14010081
crossref_primary_10_1007_s11101_022_09816_1
crossref_primary_10_1080_00218839_2017_1371535
crossref_primary_10_1016_j_jpba_2016_12_003
crossref_primary_10_1080_00218839_2017_1373512
crossref_primary_10_3390_foods12213909
crossref_primary_10_1038_srep36401
crossref_primary_10_1016_j_phymed_2011_10_007
crossref_primary_10_1016_j_reactfunctpolym_2014_09_025
crossref_primary_10_1007_s10787_018_0492_y
crossref_primary_10_1016_j_bjp_2019_03_001
crossref_primary_10_1093_jaoacint_qsaa032
crossref_primary_10_3109_09553002_2010_533248
crossref_primary_10_1016_j_phytochem_2022_113415
crossref_primary_10_1080_00218839_2016_1222661
crossref_primary_10_1080_00218839_2025_2515312
crossref_primary_10_1139_Y10_100
crossref_primary_10_1016_j_phytochem_2018_07_007
crossref_primary_10_3390_molecules29122757
crossref_primary_10_1002_jsfa_4468
crossref_primary_10_1080_00218839_2016_1192374
crossref_primary_10_3390_molecules28207081
crossref_primary_10_3390_microorganisms10112172
crossref_primary_10_1002_jsfa_10024
ContentType Journal Article
DBID CGR
CUY
CVF
ECM
EIF
NPM
7X8
DOI 10.1021/jf071296w
DatabaseName Medline
MEDLINE
MEDLINE (Ovid)
MEDLINE
MEDLINE
PubMed
MEDLINE - Academic
DatabaseTitle MEDLINE
Medline Complete
MEDLINE with Full Text
PubMed
MEDLINE (Ovid)
MEDLINE - Academic
DatabaseTitleList MEDLINE
MEDLINE - Academic
Database_xml – sequence: 1
  dbid: NPM
  name: PubMed
  url: http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed
  sourceTypes: Index Database
– sequence: 2
  dbid: 7X8
  name: MEDLINE - Academic
  url: https://search.proquest.com/medline
  sourceTypes: Aggregation Database
DeliveryMethod no_fulltext_linktorsrc
Discipline Agriculture
ExternalDocumentID 17691806
Genre Journal Article
Comparative Study
GeographicLocations Cuba
GeographicLocations_xml – name: Cuba
GroupedDBID ---
-~X
.K2
4.4
53G
55A
5GY
5VS
7~N
85S
AABXI
AAHBH
ABBLG
ABJNI
ABLBI
ABMVS
ABQRX
ABUCX
ACGFO
ACGFS
ACJ
ACRPL
ACS
ADHLV
ADNMO
AEESW
AENEX
AEYZD
AFEFF
AGQPQ
AGXLV
AHGAQ
ALMA_UNASSIGNED_HOLDINGS
ANPPW
ANTXH
AQSVZ
BAANH
CGR
CS3
CUPRZ
CUY
CVF
DU5
EBS
ECM
ED~
EIF
EJD
F5P
GGK
GNL
IH9
IHE
JG~
LG6
NPM
OHT
P2P
ROL
TWZ
UI2
VF5
VG9
W1F
WH7
7X8
ID FETCH-LOGICAL-a502t-f8415e3557f61fe0aaba184dae0a105967f6c4633d77abf878cfe6e869e661b12
IEDL.DBID 7X8
ISICitedReferencesCount 113
ISICitedReferencesURI http://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestLinkType=CitingArticles&DestApp=WOS_CPL&KeyUT=000249150900038&url=https%3A%2F%2Fcvtisr.summon.serialssolutions.com%2F%23%21%2Fsearch%3Fho%3Df%26include.ft.matches%3Dt%26l%3Dnull%26q%3D
ISSN 0021-8561
IngestDate Sun Nov 09 10:48:13 EST 2025
Mon Jul 21 05:42:42 EDT 2025
IsPeerReviewed true
IsScholarly true
Issue 18
Language English
LinkModel DirectLink
MergedId FETCHMERGED-LOGICAL-a502t-f8415e3557f61fe0aaba184dae0a105967f6c4633d77abf878cfe6e869e661b12
Notes ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
content type line 23
PMID 17691806
PQID 68213239
PQPubID 23479
ParticipantIDs proquest_miscellaneous_68213239
pubmed_primary_17691806
PublicationCentury 2000
PublicationDate 2007-09-05
PublicationDateYYYYMMDD 2007-09-05
PublicationDate_xml – month: 09
  year: 2007
  text: 2007-09-05
  day: 05
PublicationDecade 2000
PublicationPlace United States
PublicationPlace_xml – name: United States
PublicationTitle Journal of agricultural and food chemistry
PublicationTitleAlternate J Agric Food Chem
PublicationYear 2007
SSID ssj0008570
Score 2.266322
Snippet Sixty-five samples of propolis were collected from eleven regions of Cuba; methanolic extracts of propolis were prepared from all samples, and a classification...
SourceID proquest
pubmed
SourceType Aggregation Database
Index Database
StartPage 7502
SubjectTerms Bile Pigments
Chromatography, High Pressure Liquid
Cuba
Magnetic Resonance Spectroscopy
Propolis - chemistry
Propolis - classification
Species Specificity
Spectrometry, Mass, Electrospray Ionization
Title Chemical characterization of Cuban propolis by HPLC-PDA, HPLC-MS, and NMR: the brown, red, and yellow Cuban varieties of propolis
URI https://www.ncbi.nlm.nih.gov/pubmed/17691806
https://www.proquest.com/docview/68213239
Volume 55
WOSCitedRecordID wos000249150900038&url=https%3A%2F%2Fcvtisr.summon.serialssolutions.com%2F%23%21%2Fsearch%3Fho%3Df%26include.ft.matches%3Dt%26l%3Dnull%26q%3D
hasFullText
inHoldings 1
isFullTextHit
isPrint
link http://cvtisr.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV3JTsMwELXYDnBgX8rqA8daJHHqBSGhqoA40KhikXqLHC8IDmlpaVGP_DnjLHBCHLhEVhKPImfseeMZv0Ho1DBmqXYR0VTFJOae8pYxRQy3maYuNi1VVC2540ki-n3Zm0MX9VkYn1ZZr4nFQm0G2u-RnzERgeNE5eXwjfiaUT62WhXQmEeLFICMT-ji_R-ucE_dXiZ4hEQATKh5haLw7NWBZY0k-_gdVxb25Wbtf1-2jlYrXInbpSJsoDmbb6KV9vOo4tawW-izJgfA-puluTyEiQcOdyaZyvGwKJrwMsbZDN_27jqkd9Vulq3uQxOr3OCke3-OATbizHvwTTyypnww83Gcj0rQ1PvgnqzVy66lbqOnm-vHzi2pKjAQ1Qqid-IE2HcLkIQ7FjobKJUpcAmNgqYHZgzu65hRajhXmRNcaGeZFUxasPtZGO2ghXyQ2z2EnaEgCZwrKW3MI5FJpbmC1wMuBTWigU7q0U1Bw33YQuV2MBmn9fg20G75g9JhScSRhpzJUARs_8--B2i53JSVJGgdokUHc9seoSU9fX8Zj44LxYFr0ut-ARFMzhk
linkProvider ProQuest
openUrl ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Chemical+characterization+of+Cuban+propolis+by+HPLC-PDA%2C+HPLC-MS%2C+and+NMR%3A+the+brown%2C+red%2C+and+yellow+Cuban+varieties+of+propolis&rft.jtitle=Journal+of+agricultural+and+food+chemistry&rft.au=Cuesta-Rubio%2C+Osmany&rft.au=Piccinelli%2C+Anna+Lisa&rft.au=Fernandez%2C+Mercedes+Campo&rft.au=Hern%C3%A1ndez%2C+Ingrid+M%C3%A1rquez&rft.date=2007-09-05&rft.issn=0021-8561&rft.volume=55&rft.issue=18&rft.spage=7502&rft_id=info:doi/10.1021%2Fjf071296w&rft_id=info%3Apmid%2F17691806&rft_id=info%3Apmid%2F17691806&rft.externalDocID=17691806
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0021-8561&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0021-8561&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0021-8561&client=summon