1887

Chapter 5 : To Destroy Liver Stages: Primaquine and Tafenoquine

MyBook is a cheap paperback edition of the original book and will be sold at uniform, low price.

Ebook: Choose a downloadable PDF or ePub file. Chapter is a downloadable PDF file. File must be downloaded within 48 hours of purchase

Buy this Chapter
Digital (?) $7.00

Preview this chapter:
Zoom in
Zoomout

To Destroy Liver Stages: Primaquine and Tafenoquine, Page 1 of 2

| /docserver/preview/fulltext/10.1128/9781555816889/9781555819095_Chap05-1.gif /docserver/preview/fulltext/10.1128/9781555816889/9781555819095_Chap05-2.gif

Abstract:

From 1947 to 1951, monkeys were used in the search for a safe and effective radical-cure drug, one superior to pamaquine, pentaquine, and isopentaquine. Thirty-four derivatives with diverse origins were screened, and one in particular, SN-13272, prepared by Robert C. Elderfield was especially interesting. Elderfield’s compound was named primaquine. Gram for gram, primaquine was about four times as effective as pamaquine. In the early stages of the American involvement in the war in Vietnam, the U.S. military was faced with increasing numbers of casualties from chloroquine-resistant . Tafenoquine was shown to eliminate the dormant or “sleeping” hypnozoite stages in the livers of -infected rhesus monkeys. The pathway from methylene blue to tafenoquine is shown. Tafenoquine is under development jointly by WRAIR and Glaxo-SmithKline Pharmaceuticals as a replacement for primaquine. The mechanism of therapeutic action and toxicity of this 8-aminoquinoline, like those of primaquine, remain incompletely understood despite more than five decades of study. In vitro tests showed that tafenoquine was 5- to 10-fold better at killing asexual stages of than was primaquine. Orally administered tafenoquine was slowly absorbed and, in marked contrast to primaquine, slowly metabolized, with an elimination half-life of 14 days. Hopefully, with Food and Drug Administration (FDA) approval, tafenoquine will be marketed possibly for use by travelers as a single weekly dose.

Citation: Sherman I. 2011. To Destroy Liver Stages: Primaquine and Tafenoquine, p 120-136. In Magic Bullets to Conquer Malaria. ASM Press, Washington, DC. doi: 10.1128/9781555816889.ch5

Key Concept Ranking

Antimalarial Drugs
0.5463492
Blood Infections
0.44379324
Reactive Oxygen Species
0.42419714
0.5463492
Highlighted Text: Show | Hide
Loading full text...

Full text loading...

Figures

Image of Figure 1
Figure 1

Structures of a quinoline ring, with the carbons numbered, and quinine.

Citation: Sherman I. 2011. To Destroy Liver Stages: Primaquine and Tafenoquine, p 120-136. In Magic Bullets to Conquer Malaria. ASM Press, Washington, DC. doi: 10.1128/9781555816889.ch5
Permissions and Reprints Request Permissions
Download as Powerpoint
Image of Figure 2
Figure 2

Structure of -diethylamino-isopentyl-8-amino-6-methoxyquinoline.

Citation: Sherman I. 2011. To Destroy Liver Stages: Primaquine and Tafenoquine, p 120-136. In Magic Bullets to Conquer Malaria. ASM Press, Washington, DC. doi: 10.1128/9781555816889.ch5
Permissions and Reprints Request Permissions
Download as Powerpoint
Image of Figure 3
Figure 3

Structures of plasmochin, pentaquine, and isopentaquine.

Citation: Sherman I. 2011. To Destroy Liver Stages: Primaquine and Tafenoquine, p 120-136. In Magic Bullets to Conquer Malaria. ASM Press, Washington, DC. doi: 10.1128/9781555816889.ch5
Permissions and Reprints Request Permissions
Download as Powerpoint
Image of Figure 4
Figure 4

Structures of the 8-aminoquinolines pamaquine and primaquine and the 4-aminoquinoline chloroquine.

Citation: Sherman I. 2011. To Destroy Liver Stages: Primaquine and Tafenoquine, p 120-136. In Magic Bullets to Conquer Malaria. ASM Press, Washington, DC. doi: 10.1128/9781555816889.ch5
Permissions and Reprints Request Permissions
Download as Powerpoint
Image of Figure 5
Figure 5

The pathway from methylene blue to tafenoquine. Redrawn from reference 224 with permission from The Royal Society of Medicine Press, London, United Kingdom.

Citation: Sherman I. 2011. To Destroy Liver Stages: Primaquine and Tafenoquine, p 120-136. In Magic Bullets to Conquer Malaria. ASM Press, Washington, DC. doi: 10.1128/9781555816889.ch5
Permissions and Reprints Request Permissions
Download as Powerpoint

References

/content/book/10.1128/9781555816889.ch05

This is a required field
Please enter a valid email address
Please check the format of the address you have entered.
Approval was a Success
Invalid data
An Error Occurred
Approval was partially successful, following selected items could not be processed due to error