Preparation and anticoagulant activity of the phosphosulfomannan PI-88

Guangli Yu; Nur Sibel Gunay; Robert J. Linhardt; Toshihiko Toida; Jawed Fareed; Debra A. Hoppensteadt; Hazar Shadid; Vito Ferro; Caiping Li; Kym Fewings; Maria C. Palermo; Denis Podger

doi:10.1016/S0223-5234(02)01347-8

Preparation and anticoagulant activity of the phosphosulfomannan PI-88

Guangli Yu, Nur Sibel Gunay, Robert J. Linhardt, Toshihiko Toida, Jawed Fareed, Debra A. Hoppensteadt, Hazar Shadid, Vito Ferro, Caiping Li, Kym Fewings, Maria C. Palermo, Denis Podger

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74 Scopus citations

Abstract

A yeast-derived phosphomannan mixture was chemically sulfonated and the composition and structure of the product mixture was studied. This phosphosulfomannan mixture, PI-88, is currently under clinical evaluation as an anti-cancer agent. Analysis using capillary electrophoresis demonstrated that PI-88 was a multi-component mixture. Gel permeation chromatography provided four fractions of PI-88 that contained components which differed in size from disaccharide to hexasaccharide, and by degree of sulfation. These fractions were characterised by spectroscopic and chromatographic methods and the structure of PI-88 is that expected based on the structure of the phosphomannan starting material. The anticoagulant activity of these fractions was evaluated and the structural requirements for activity are described.

Original language	English
Pages (from-to)	783-791
Number of pages	9
Journal	European Journal of Medicinal Chemistry
Volume	37
Issue number	10
DOIs	https://doi.org/10.1016/S0223-5234(02)01347-8
State	Published - Oct 2002
Externally published	Yes

Keywords

Anticoagulant
Capillary electrophoresis
PI-88
Phosphomannan
Phosphosulfomannan

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10.1016/S0223-5234(02)01347-8

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@article{c680588273ab43a0b758887a2d0a066a,

title = "Preparation and anticoagulant activity of the phosphosulfomannan PI-88",

abstract = "A yeast-derived phosphomannan mixture was chemically sulfonated and the composition and structure of the product mixture was studied. This phosphosulfomannan mixture, PI-88, is currently under clinical evaluation as an anti-cancer agent. Analysis using capillary electrophoresis demonstrated that PI-88 was a multi-component mixture. Gel permeation chromatography provided four fractions of PI-88 that contained components which differed in size from disaccharide to hexasaccharide, and by degree of sulfation. These fractions were characterised by spectroscopic and chromatographic methods and the structure of PI-88 is that expected based on the structure of the phosphomannan starting material. The anticoagulant activity of these fractions was evaluated and the structural requirements for activity are described.",

keywords = "Anticoagulant, Capillary electrophoresis, PI-88, Phosphomannan, Phosphosulfomannan",

author = "Guangli Yu and Gunay, {Nur Sibel} and Linhardt, {Robert J.} and Toshihiko Toida and Jawed Fareed and Hoppensteadt, {Debra A.} and Hazar Shadid and Vito Ferro and Caiping Li and Kym Fewings and Palermo, {Maria C.} and Denis Podger",

note = "Funding Information: The authors acknowledge the NIH (GM 38060 and HL 52622 (RJL)) for providing partial support for this work.",

year = "2002",

month = oct,

doi = "10.1016/S0223-5234(02)01347-8",

language = "English",

volume = "37",

pages = "783--791",

journal = "European Journal of Medicinal Chemistry",

issn = "0223-5234",

publisher = "Elsevier Masson s.r.l.",

number = "10",

}

TY - JOUR

T1 - Preparation and anticoagulant activity of the phosphosulfomannan PI-88

AU - Yu, Guangli

AU - Gunay, Nur Sibel

AU - Linhardt, Robert J.

AU - Toida, Toshihiko

AU - Fareed, Jawed

AU - Hoppensteadt, Debra A.

AU - Shadid, Hazar

AU - Ferro, Vito

AU - Li, Caiping

AU - Fewings, Kym

AU - Palermo, Maria C.

AU - Podger, Denis

N1 - Funding Information: The authors acknowledge the NIH (GM 38060 and HL 52622 (RJL)) for providing partial support for this work.

PY - 2002/10

Y1 - 2002/10

N2 - A yeast-derived phosphomannan mixture was chemically sulfonated and the composition and structure of the product mixture was studied. This phosphosulfomannan mixture, PI-88, is currently under clinical evaluation as an anti-cancer agent. Analysis using capillary electrophoresis demonstrated that PI-88 was a multi-component mixture. Gel permeation chromatography provided four fractions of PI-88 that contained components which differed in size from disaccharide to hexasaccharide, and by degree of sulfation. These fractions were characterised by spectroscopic and chromatographic methods and the structure of PI-88 is that expected based on the structure of the phosphomannan starting material. The anticoagulant activity of these fractions was evaluated and the structural requirements for activity are described.

AB - A yeast-derived phosphomannan mixture was chemically sulfonated and the composition and structure of the product mixture was studied. This phosphosulfomannan mixture, PI-88, is currently under clinical evaluation as an anti-cancer agent. Analysis using capillary electrophoresis demonstrated that PI-88 was a multi-component mixture. Gel permeation chromatography provided four fractions of PI-88 that contained components which differed in size from disaccharide to hexasaccharide, and by degree of sulfation. These fractions were characterised by spectroscopic and chromatographic methods and the structure of PI-88 is that expected based on the structure of the phosphomannan starting material. The anticoagulant activity of these fractions was evaluated and the structural requirements for activity are described.

KW - Anticoagulant

KW - Capillary electrophoresis

KW - PI-88

KW - Phosphomannan

KW - Phosphosulfomannan

UR - http://www.scopus.com/inward/record.url?scp=0036811255&partnerID=8YFLogxK

U2 - 10.1016/S0223-5234(02)01347-8

DO - 10.1016/S0223-5234(02)01347-8

M3 - Article

C2 - 12446036

AN - SCOPUS:0036811255

SN - 0223-5234

VL - 37

SP - 783

EP - 791

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

IS - 10

ER -

Preparation and anticoagulant activity of the phosphosulfomannan PI-88

Abstract

Keywords

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