Myristicyclins A and B: Antimalarial Procyanidins from Horsfieldia spicata from Papua New Guinea

被引:18
作者
Lu, Zhenyu [1 ]
Van Wagoner, Ryan M. [1 ]
Pond, Cristopher D. [2 ,3 ]
Pole, Ann R. [2 ,3 ]
Jensen, James B. [2 ,3 ]
Blankenship, D'Arbra [4 ]
Grimberg, Brian T. [4 ]
Kiapranis, Robert [5 ]
Matainaho, Teatulohi K. [6 ]
Barrows, Louis R. [2 ,3 ]
Ireland, Chris M. [1 ]
机构
[1] Univ Utah, Coll Pharm, Dept Med Chem, Salt Lake City, UT 84112 USA
[2] Univ Utah, Coll Pharm, Dept Pharmacol & Toxicol, Salt Lake City, UT 84112 USA
[3] Univ Utah, LS Skaggs Pharm Inst, Salt Lake City, UT 84112 USA
[4] Case Western Reserve Univ, Ctr Global Hlth & Dis, Cleveland, OH 44106 USA
[5] Papua New Guinea Forest Res Inst, Lae, Papua N Guinea
[6] Univ Papua New Guinea, NCD, Port Moresby, Papua N Guinea
关键词
A-TYPE PROANTHOCYANIDINS; PLASMODIUM-FALCIPARUM; SIGNALING PATHWAYS; MEDICINAL-PLANTS; DRUG DISCOVERY; FLOW-CYTOMETRY; CANCER-CELLS; CRANBERRY; LIGNAN; IDENTIFICATION;
D O I
10.1021/ol4022639
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An antimalarial screen for plants collected from Papua New Guinea identified an extract of Horsfieldia spicata as having activity. Isolation of the active constituents led to the identification of two new compounds: myristicyclins A (1) and B (2). Both compounds are procyanidin-like congeners of myristinins lacking a pendant aromatic ring. Myristicyclin A was found to inhibit the ring, trophozoite, and schizont stages of Plasmodium falciparum at similar concentrations in the mid-mu M range.
引用
收藏
页码:346 / 349
页数:4
相关论文
共 27 条
  • [1] BATTERBEE JE, 1969, J CHEM SOC CHEM COMM, P341
  • [2] CHEMISTRY AND SYNTHESIS OF LIGNAN(-)-CUBEBIN
    BATTERBEE, JE
    BURDEN, RS
    CROMBIE, L
    WHITING, DA
    [J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (18): : 2470 - +
  • [3] 1,4-Naphthoquinones and Other NADPH-Dependent Glutathione Reductase-Catalyzed Redox Cyclers as Antimalarial Agents
    Belorgey, Didier
    Lanfranchi, Don Antoine
    Davioud-Charvet, Elisabeth
    [J]. CURRENT PHARMACEUTICAL DESIGN, 2013, 19 (14) : 2512 - 2528
  • [4] Geranins C and D, additional new antiprotozoal A-type proanthocyanidins from Geranium niveum
    Calzada, F
    Cedillo-Rivera, R
    Bye, R
    Mata, R
    [J]. PLANTA MEDICA, 2001, 67 (07) : 677 - 680
  • [5] Capitaine H., 1839, ANN PHARM, V31, P190
  • [6] Proanthocyanidins From the American Cranberry (Vaccinium macrocarpon) Inhibit Matrix Metalloproteinase-2 and Matrix Metalloproteinase-9 Activity in Human Prostate Cancer Cells via Alterations in Multiple Cellular Signalling Pathways
    Deziel, Bob A.
    Patel, Kunal
    Neto, Catherine
    Gottschall-Pass, Katherine
    Hurta, Robert A. R.
    [J]. JOURNAL OF CELLULAR BIOCHEMISTRY, 2010, 111 (03) : 742 - 754
  • [7] DWUMABADU D, 1975, LLOYDIA, V38, P343
  • [8] Oligomeric proanthocyanidins: naturally occurring O-heterocycles
    Ferreira, D
    Slade, D
    [J]. NATURAL PRODUCT REPORTS, 2002, 19 (05) : 517 - 541
  • [9] AN INVITRO ASSAY SYSTEM FOR THE IDENTIFICATION OF POTENTIAL ANTI-MALARIAL DRUGS
    GEARY, TG
    DIVO, AA
    JENSEN, JB
    [J]. JOURNAL OF PARASITOLOGY, 1983, 69 (03) : 577 - 583
  • [10] Further alkyl and alkenylphenols of Knema laurina and Knema austrosiamensis: Location of the double bond in the alkenyl side chains
    Gonzalez, MJTG
    DeOliveira, CJC
    Fernandes, JO
    Kijjoa, A
    Herz, W
    [J]. PHYTOCHEMISTRY, 1996, 43 (06) : 1333 - 1337