A Tri-Ester of Ingol From the Latex of Euphorbia kamerunica

Abo, None Kio Anthony; Evans, Fred J.

doi:10.1021/np50021a022

Cited by 10 publications

(5 citation statements)

References 2 publications

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“…ledienii alone contained diterpene esters of the macrocyclic lathyrane type, i.e., of the polyfunctional diterpene ingol [14] (Table 1). Only 19 was isolated previously from various Euphorbia species (13,(36)(37)(38)(39). The ingol esters 15-18 proved to be non-irritant on the mouse (IU> 1000 µg/ear, Table 1), as expected from previous experience (13).…”

Section: Discussionsupporting

confidence: 64%

Irritant Principles of the Spurge Family (Euphorbiaceae) XIII. Oligocyclic and Macrocyclic Diterpene Esters from Latices of Some Euphorbia Species Utilized as Source Plants of Honey

Sosath¹,

Ott²,

Hecker³

1988

J. Nat. Prod.

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The latices of the three South African species Euphorbia ledienii, Euphorbia coerulescens, and Euphorbia triangularis, belonging to a group of cactiform Euphorbias locally called "Noors," were shown to contain four 12-mono- and three 13,20-diesters of the tetracyclic tigliane type parent alcohol 12-deoxyphorbol [1]. In addition, two 13,16-di- and two 13,16,20-triesters of the related 12-deoxy-16-hydroxyphorbol [9] were obtained. Ester groups in 1 and 9 are made up of acetic, isobutyric, tiglic, angelic, and 2-methylbutyric acid; their positions in the parent alcohols were identified. The free parent alcohols were not detected in the latices. On the mouse ear all esters isolated showed moderate irritant activity as compared to the tigliane-type standard TPA. In addition to the oligocyclics listed above, the latex of E. ledienii also yielded five esters of the macrocylic, lathyrane type parent alcohol ingol [14]. In the two triesters and three teraesters the ester groups were made up of acetic, tiglic, and 2-methylbutyric acid (positions in 14 unidentified). None of the ingol esters showed irritant activity.

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Section: Discussionsupporting

confidence: 64%

Irritant Principles of the Spurge Family (Euphorbiaceae) XIII. Oligocyclic and Macrocyclic Diterpene Esters from Latices of Some Euphorbia Species Utilized as Source Plants of Honey

Sosath¹,

Ott²,

Hecker³

1988

J. Nat. Prod.

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“…The identification of both 4 and 5 was fully authenticated by comparison of their spectral data with those reported in literature (11,12). The facile cleavage of two acetyl groups on hydrolysis led us to assign them to C-3 and C-7 (13,14).…”

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confidence: 62%

A New Macrocyclic Diterpene Ester from the Latex of Euphorbia tirucalli

Khan¹,

Malik²

1990

J. Nat. Prod.

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“…The 1 H-and 13 C-NMR data of the isolates 1 ± 7 exhibited close similarity to the known esters of ingol and were identified as esters of ingol [1], [2], [3], [4], [5], [6], [7], [8], [9]. The spin system of ingol was identified by COSY-45 o experiments (Fig.…”

Section: Resultsmentioning

confidence: 67%

“…Ingol esters are lathyrane-derived, non-irritant, non-toxic, cytotoxic and potent anti-leukemic diterpenes [1], [2], [3], [4], [5], [6], [7], [8], [9], [10]. Therefore, a huge amount of work is ongoing for identifying those plants that are rich in such compounds [1], [2], [3], [4], [5], [6], [7], [8], [9], [10], [11], [12], [13], [14]. The Euphorbiaceae family is commonly found in Pakistan [11], [12].…”

Section: Introductionmentioning

confidence: 99%

Cytotoxic Macrocyclic Diterpenoid Esters from Euphorbia cornigera

Baloch¹,

Baloch²,

Saqib³

2006

Planta med

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Root extract of Euphorbia cornigera Boiss. (Euphorbiaceae) was separated into seven (compound 1-7) isolates through multiple Craig's distributions and preparative HPLC. The structures and relative configuration of theses compounds were established via spectral analyses as 7,8,12- O-triacetyl-3- O-(2-methylbutanoyl)-ingol (1), 3,8,12- O-triacetyl-7- O-(2-methylbutanoyl = -ingol (2), 3,7,12- O-triacetyl-8- O-(2-methylbutanoyl)-ingol (3), 3,7,8- O-triacetyl-12- O-(2-methylbutanoyl)-ingol (4), 7,12- O-diacetyl-3- O-(2-methylbutanoyl)-8- O-methylingol (5), 3,12- O-diacetyl-7- O-(2-methylbutanoyl)-8- O-methylingol (6) and 3,7- O-diacetyl-12- O-(2-methylbutanoyl)-8- O-methylingol (7). All these compounds, except for 2, are novel metabolites and have not been reported earlier. It has further been demonstrated that all the compounds (1 - 7) are cytotoxic.

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A Tri-Ester of Ingol From the Latex of Euphorbia kamerunica

Cited by 10 publications

References 2 publications

Irritant Principles of the Spurge Family (Euphorbiaceae) XIII. Oligocyclic and Macrocyclic Diterpene Esters from Latices of Some Euphorbia Species Utilized as Source Plants of Honey

Irritant Principles of the Spurge Family (Euphorbiaceae) XIII. Oligocyclic and Macrocyclic Diterpene Esters from Latices of Some Euphorbia Species Utilized as Source Plants of Honey

A New Macrocyclic Diterpene Ester from the Latex of Euphorbia tirucalli

Cytotoxic Macrocyclic Diterpenoid Esters from Euphorbia cornigera

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