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Not caritow but kecharitomene.
The original text of Luke 1:28 is Greek loosely translated as “Greetings, you who are highly favored!” in NIV. In fact the text in Greek is “Chaire, Kecharitomene” (translated in English as "Hail, Full of Grace "based on the Latin translation in Vulgate). Luke 1:28 uses a special conjugated form of “charitoo.” It uses “kecharitomene,” while Ephesians 1:6 uses “echaritosen,” which is a different form of the verb “charitoo.” Echaritosen means “he graced” (bestowed grace). Echaritosen signifies a momentary action, an action brought to pass. (Blass and DeBrunner, Greek Grammar of the New Testament, p.166). Whereas, Kecharitomene, the perfect passive participle, shows a completeness with a permanent result. Kecharitomene denotes continuance of a completed action (H. W. Smyth, Greek Grammar [Cambridge: Harvard University Press, 1968], p. 108-109, sec 1852:b; also Blass and DeBrunner, p.175).
You seem to be reading Mr. Keating. I am always very pleased when someone brings discussions to our board about the Greek lanaguage. Alas, I have not even yet learn the Script. I defer to the following concerning your presentation
Always giving credit where credit is dueaomin.org/aoblog/index.php?itemid=1455
However, if we look at Mr. Keating’s presentation, it seems clear that he is basing his interpretation not primarily upon the lexical meaning of the word “caritoo”, but upon the form it takes in Luke 1:28, that being the perfect passive participle, “kecharitomene”. Note that Keating alleges that the “Greek indicates a perfection of grace.” He seems to be playing on the perfect tense of the participle. But, as anyone trained in Greek is aware, there is no way to jump from the perfect tense of a participle to the idea that the Greek “indicates a perfection of grace.” First, participles derive their time element from the main verb of the sentence. In this case, however, we have a vocative participle, and no main verb in what is in actuality simply a greeting. (The fact that the Roman Catholic Church has to attempt to build such a complex theology on the form of a participle in a greeting should say a great deal in and of itself.) The main emphasis of a participle is found in its aspect, a present participle providing the idea of continuing action, the aorist undefined action, and the perfect completed action with abiding results to the present. What are we to do with the perfect tense of the participle, then? We might take it as an intensive perfect, one that emphatically states that something is, but most likely it is simply emphasizing the certainty of the favor given, just as the perfect passive participle in Matthew 25:34 (“Come, you who are blessed by my Father . . .”), 1 Thessalonians 1:4 (“knowing, brethren beloved by God . . .”), and 2 Thessalonians 2:13 (“But we should always give thanks to God for you, brethren beloved by the Lord . . .”) emphasizes the completedness of the action as well. No one would argue that in Matthew 25:34, Jesus means to tell us that the righteous have a “perfection of blessedness that indicates that they had this perfection throughout their life, for a perfection must be perfect not only intensively, but extensively” (to borrow from Mr. Keating’s presentation). The application of Keating’s thoughts to any of the above passages results in foolishness. Hence, it is obvious that when Keating says that the Greek indicates that Mary “must have been in a state of sanctifying grace from the first moment of her existence to have been called `full of grace’ or to have been filled with divine favor in a singular way,” he is, in point of fact, not deriving this from the Greek at all, but from his own theology, which he then reads back into the text. There is simply nothing in the Greek to support the pretentious interpretation put forward by Keating and Madrid. Therefore, Madrid’s statement, “This is a recognition of her sinless state,” falls for lack of support. The angel addressed Mary as “highly favored,” for, as he himself said, “Do not be afraid, Mary; for you have found favor with God” (Luke 1:30).
I have to admit, your paraphrase stands the text on its head as none other. To step from being “favored” to sinless is by no means the worst stretch of imagination I have encountered so far.To paraphrase the text in a way faithful to its meaning, it should be rendered as “Hail , completely, perfectly, enduringly endowed with grace.” The translation “Hail, full of grace” encapsulates the Greek meaning. Understood in that sense, sin, in any way and in whatever form, has no room in Mary–from the first moment of her conception until she was still on earth. How was it possible that she stayed sinless? That’s the grace of the Immaculate Conception–Mary, being preserved from all stains of original sin through the foreseen merits of Christ’s victorious Redemptive Work, was enabled by God to perfectly give her consent to be the mother of the Son of God and provide Him a nature without original sin so that He might be like us in all things except sin.
How was this possible?
Well, God is mighty that’s why He has great things for her (Luke 1:49)
The Immaculate Conception is above all the exaltation of Christ’s redemptive work. It shows that His victory has even a preventive and retroactive effect aside from being curative, e.i. cured after contracting original sin. We often hear in medical circles “Prevention is better than cure.”