Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis

Sharnelle S. Phifer; Dongho Lee; Eun Kyoung Seo; Nam Cheol Kim; Tyler N. Graf; David J. Kroll; Hernán A. Navarro; Robert A. Izydore; Francisco Jiménez; Ricardo Garcia; William C. Rose; Craig R. Fairchild; Robert Wild; Djaja D. Soejarto; Norman R. Farnsworth; A. Douglas Kinghorn; Nicholas H. Oberlies; Monroe E. Wall; Mansukh C. Wani

doi:10.1021/np070005a

Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis

Sharnelle S. Phifer, Dongho Lee, Eun Kyoung Seo, Nam Cheol Kim, Tyler N. Graf, David J. Kroll, Hernán A. Navarro, Robert A. Izydore, Francisco Jiménez, Ricardo Garcia, William C. Rose, Craig R. Fairchild, Robert Wild, Djaja D. Soejarto, Norman R. Farnsworth, A. Douglas Kinghorn, Nicholas H. Oberlies, Monroe E. Wall, Mansukh C. Wani

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

24 Scopus citations

Abstract

Bioactivity-directed fractionation of an extract of the leaves of Alvaradoa haitiensis, using the KB (human oral epidermoid carcinoma) cell line, led to the isolation and identification of 10 new anthracenone C-glycosides, alvaradoins E-N (1-10), along with the known compound chrysophanol (11). The cytotoxicity of all compounds was evaluated, and preliminary structure - activity relationships are suggested. The most potent compounds in the in vitro assays (1 and 2) were evaluated in vivo versus the P388 (murine lymphocytic leukemia) model, and alvaradoin E (1) showed antileukemic activity (125% T/C) at a dose of 0.2 mg kg^-1 per injection when administered intraperitoneally.

Original language	English
Pages (from-to)	954-961
Number of pages	8
Journal	Journal of Natural Products
Volume	70
Issue number	6
DOIs	https://doi.org/10.1021/np070005a
State	Published - Jun 2007

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Phifer, S. S., Lee, D., Seo, E. K., Kim, N. C., Graf, T. N., Kroll, D. J., Navarro, H. A., Izydore, R. A., Jiménez, F., Garcia, R., Rose, W. C., Fairchild, C. R., Wild, R., Soejarto, D. D., Farnsworth, N. R., Kinghorn, A. D., Oberlies, N. H., Wall, M. E., & Wani, M. C. (2007). Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis. Journal of Natural Products, 70(6), 954-961. https://doi.org/10.1021/np070005a

@article{3193f9bc37b843d98d03172b7844ef65,

title = "Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis",

abstract = "Bioactivity-directed fractionation of an extract of the leaves of Alvaradoa haitiensis, using the KB (human oral epidermoid carcinoma) cell line, led to the isolation and identification of 10 new anthracenone C-glycosides, alvaradoins E-N (1-10), along with the known compound chrysophanol (11). The cytotoxicity of all compounds was evaluated, and preliminary structure - activity relationships are suggested. The most potent compounds in the in vitro assays (1 and 2) were evaluated in vivo versus the P388 (murine lymphocytic leukemia) model, and alvaradoin E (1) showed antileukemic activity (125% T/C) at a dose of 0.2 mg kg-1 per injection when administered intraperitoneally.",

author = "Phifer, {Sharnelle S.} and Dongho Lee and Seo, {Eun Kyoung} and Kim, {Nam Cheol} and Graf, {Tyler N.} and Kroll, {David J.} and Navarro, {Hern{\'a}n A.} and Izydore, {Robert A.} and Francisco Jim{\'e}nez and Ricardo Garcia and Rose, {William C.} and Fairchild, {Craig R.} and Robert Wild and Soejarto, {Djaja D.} and Farnsworth, {Norman R.} and Kinghorn, {A. Douglas} and Oberlies, {Nicholas H.} and Wall, {Monroe E.} and Wani, {Mansukh C.}",

year = "2007",

month = jun,

doi = "10.1021/np070005a",

language = "English",

volume = "70",

pages = "954--961",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

number = "6",

}

Phifer, SS, Lee, D, Seo, EK, Kim, NC, Graf, TN, Kroll, DJ, Navarro, HA, Izydore, RA, Jiménez, F, Garcia, R, Rose, WC, Fairchild, CR, Wild, R, Soejarto, DD, Farnsworth, NR, Kinghorn, AD, Oberlies, NH, Wall, ME & Wani, MC 2007, 'Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis', Journal of Natural Products, vol. 70, no. 6, pp. 954-961. https://doi.org/10.1021/np070005a

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T1 - Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis

AU - Phifer, Sharnelle S.

AU - Lee, Dongho

AU - Seo, Eun Kyoung

AU - Kim, Nam Cheol

AU - Graf, Tyler N.

AU - Kroll, David J.

AU - Navarro, Hernán A.

AU - Izydore, Robert A.

AU - Jiménez, Francisco

AU - Garcia, Ricardo

AU - Rose, William C.

AU - Fairchild, Craig R.

AU - Wild, Robert

AU - Soejarto, Djaja D.

AU - Farnsworth, Norman R.

AU - Kinghorn, A. Douglas

AU - Oberlies, Nicholas H.

AU - Wall, Monroe E.

AU - Wani, Mansukh C.

PY - 2007/6

Y1 - 2007/6

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AB - Bioactivity-directed fractionation of an extract of the leaves of Alvaradoa haitiensis, using the KB (human oral epidermoid carcinoma) cell line, led to the isolation and identification of 10 new anthracenone C-glycosides, alvaradoins E-N (1-10), along with the known compound chrysophanol (11). The cytotoxicity of all compounds was evaluated, and preliminary structure - activity relationships are suggested. The most potent compounds in the in vitro assays (1 and 2) were evaluated in vivo versus the P388 (murine lymphocytic leukemia) model, and alvaradoin E (1) showed antileukemic activity (125% T/C) at a dose of 0.2 mg kg-1 per injection when administered intraperitoneally.

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Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis

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