(Hydroxymethyl)acylfulvene: An illudin derivative with superior antitumor properties

Trevor C. McMorris; Michael J. Kelner; Wen Wang; Jian Yu; Leita A. Estes; Raymond Taetle

doi:10.1021/np960450y

(Hydroxymethyl)acylfulvene: An illudin derivative with superior antitumor properties

Trevor C. McMorris
, Michael J. Kelner
, Wen Wang
, Jian Yu
, Leita A. Estes
, Raymond Taetle

University of California at San Diego
University of Arizona

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

107 Scopus citations

Abstract

Reaction of the fungal sesquiterpene illudin S with excess paraformaldehyde in dilute H₂SO₄ gives (hydroxymethyl)acylfulvene. The primary allylic hydroxyl thus formed can undergo very facile replacement by a variety of nucleophiles. (Hydroxymethyl)acylfulvene (MGI.114) was more toxic than a precursor, acylfulvene, but less toxic than the parent compound illudin S to HL 60 cells.

Original language	English
Pages (from-to)	896-899
Number of pages	4
Journal	Journal of Natural Products
Volume	59
Issue number	9
DOIs	https://doi.org/10.1021/np960450y
State	Published - Sep 1996
Externally published	Yes

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title = "(Hydroxymethyl)acylfulvene: An illudin derivative with superior antitumor properties",

abstract = "Reaction of the fungal sesquiterpene illudin S with excess paraformaldehyde in dilute H2SO4 gives (hydroxymethyl)acylfulvene. The primary allylic hydroxyl thus formed can undergo very facile replacement by a variety of nucleophiles. (Hydroxymethyl)acylfulvene (MGI.114) was more toxic than a precursor, acylfulvene, but less toxic than the parent compound illudin S to HL 60 cells.",

author = "McMorris, \{Trevor C.\} and Kelner, \{Michael J.\} and Wen Wang and Jian Yu and Estes, \{Leita A.\} and Raymond Taetle",

year = "1996",

month = sep,

doi = "10.1021/np960450y",

language = "英语",

volume = "59",

pages = "896--899",

journal = "Journal of Natural Products",

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T1 - (Hydroxymethyl)acylfulvene

T2 - An illudin derivative with superior antitumor properties

AU - McMorris, Trevor C.

AU - Kelner, Michael J.

AU - Wang, Wen

AU - Yu, Jian

AU - Estes, Leita A.

AU - Taetle, Raymond

PY - 1996/9

Y1 - 1996/9

N2 - Reaction of the fungal sesquiterpene illudin S with excess paraformaldehyde in dilute H2SO4 gives (hydroxymethyl)acylfulvene. The primary allylic hydroxyl thus formed can undergo very facile replacement by a variety of nucleophiles. (Hydroxymethyl)acylfulvene (MGI.114) was more toxic than a precursor, acylfulvene, but less toxic than the parent compound illudin S to HL 60 cells.

AB - Reaction of the fungal sesquiterpene illudin S with excess paraformaldehyde in dilute H2SO4 gives (hydroxymethyl)acylfulvene. The primary allylic hydroxyl thus formed can undergo very facile replacement by a variety of nucleophiles. (Hydroxymethyl)acylfulvene (MGI.114) was more toxic than a precursor, acylfulvene, but less toxic than the parent compound illudin S to HL 60 cells.

UR - https://www.scopus.com/pages/publications/0029834306

U2 - 10.1021/np960450y

DO - 10.1021/np960450y

M3 - 文章

C2 - 8864242

AN - SCOPUS:0029834306

SN - 0163-3864

VL - 59

SP - 896

EP - 899

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 9

ER -

(Hydroxymethyl)acylfulvene: An illudin derivative with superior antitumor properties

Abstract

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